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Citations (29)
Structure/Compound Data Chemical Name: 2-(4-iodo-2,5-dimethoxy-N-(2-methoxybenzyl))phenethylamine Reaxys Registry Number: 10575379
Type of Substance: isocyclic Molecular Formula: C18H22INO3
Linear Structure Formula: C18H22INO3
Molecular Weight: 427.282
InChI Key: ZFUOLNAKPBFDIJ-UHFFFAOYSA-N
N° of preparations All Preps | All Reactions
Available Data
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (5) Bioactivity (1)
100
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-iodo-2,5-dimethoxy-N-(2-methoxybenzyl))phenethylamine Identification Substance Label (1) Label
Reference
1a
Hansen, Martin; Phonekeo, Karina; Paine, James S.; Leth-Petersen, Sebastian; Begtrup, Mikael; Braeuner-Osborne, Hans; Kristensen, Jesper L.
ACS Chemical Neuroscience, 2014 , vol. 5, # 3 p. 243 - 249 Title/Abstract Full Text View citing articles Show Details
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Physical Data
N° of ref. 5
Chromatographic Data (2) Chromatographic data
Reference
GC (Gas chromatography)
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Robayo, Diego A. Snchez; Mendez, William F. Garzn; Ocampo, Gonzalo Taborda; Moreano, Milton Rosero
Journal of the Brazilian Chemical Society, 2016 , vol. 27, # 6 p. 992 - 997 Title/Abstract Full Text View citing articles Show Details
HPLC (High performance liquid chromatography)
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Spectra Mass Spectrometry (4) Description (Mass Spectrometry)
Reference
gas chromatography mass spectrometry (GCMS) IT (ion trap) spectrum
Robayo, Diego A. Snchez; Mendez, William F. Garzn; Ocampo, Gonzalo Taborda; Moreano, Milton Rosero
Journal of the Brazilian Chemical Society, 2016 , vol. 27, # 6 p. 992 - 997 Title/Abstract Full Text View citing articles Show Details
electron impact (EI) IT (ion trap) gas chromatography mass spectrometry (GCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
CI (Chemical ionization) IT (ion trap) gas chromatography mass spectrometry (GCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
UV/VIS Spectroscopy (1) Description (UV/VIS Spectroscopy) Absorption cross-section Spectrum
Reference Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
Bioactivities present
Reference
Blaazer, Antoni R.; Smid, Pieter; Kruse, Chris G.
ChemMedChem, 2008 , vol. 3, # 9 p. 1299 - 1309 Title/Abstract Full Text View citing articles Show Details
Hansen, Martin; Phonekeo, Karina; Paine, James S.; Leth-Petersen, Sebastian; Begtrup, Mikael; Braeuner-Osborne, Hans; Kristensen, Jesper L.
ACS Chemical Neuroscience, 2014 , vol. 5, # 3 p. 243 - 249 Title/Abstract Full Text View citing articles Show Details
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584
Title/Abstract Full Text View citing articles Show Details
Prabhakaran, Jaya; Underwood, Mark D.; Kumar, J.S. Dileep; Simpson, Norman R.; Kassir, Suham A.; Bakalian, Mihran J.; Mann, J. John; Arango, Victoria
Bioorganic and Medicinal Chemistry Letters, 2015 , vol. 25, # 18 art. no. 22923, p. 3933 - 3936 Title/Abstract Full Text View citing articles Show Details
Robayo, Diego A. Snchez; Mendez, William F. Garzn; Ocampo, Gonzalo Taborda; Moreano, Milton Rosero
Journal of the Brazilian Chemical Society, 2016 , vol. 27, # 6 p. 992 - 997 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 28324338
Molecular Formula: C18H22INO3
Linear Structure Formula: C18H22INO3
Molecular Weight: 427.282
InChI Key: CJTZKPLDKCBUAF-UHFFFAOYSA-N
no reactions.
Identification Physical Data (2) Spectra (4)
1
101
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
1b
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Physical Data Chromatographic Data (2) Chromatographic data
Reference
GC (Gas chromatography)
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
HPLC (High performance liquid chromatography)
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Spectra Mass Spectrometry (3) Description (Mass Spectrometry)
Reference
electron impact (EI) IT (ion trap) gas chromatography mass spectrometry (GCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
CI (Chemical ionization)
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.;
IT (ion trap) gas chromatography mass spectrometry (GCMS) fragmentation pattern spectrum
Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
UV/VIS Spectroscopy (1) Description (UV/VIS Spectroscopy) Absorption cross-section Spectrum
Reference Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 28324342
Molecular Formula: C18H22INO3
Linear Structure Formula: C18H22INO3
Molecular Weight: 427.282
InChI Key: NWOROGLTELSWAZ-UHFFFAOYSA-N
no reactions.
Identification Physical Data (2) Spectra (4)
1
102
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
1c
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Physical Data Chromatographic Data (2) Chromatographic data
Reference
GC (Gas chromatography)
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
HPLC (High performance liquid chromatography)
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Spectra Mass Spectrometry (3) Description (Mass Spectrometry)
Reference
electron impact (EI) IT (ion trap) gas chromatography mass spectrometry (GCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
CI (Chemical ionization) IT (ion trap) gas chromatography mass spectrometry (GCMS) fragmentation pattern spectrum
Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
UV/VIS Spectroscopy (1) Description (UV/VIS Spectroscopy)
Reference Brandt, Simon D.; Elliott, Simon P.; Kavanagh, Pierce V.; Dempster, Nicola M.; Meyer, Markus R.; Maurer, Hans H.; Nichols, David E.
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 7 p. 573 - 584 Title/Abstract Full Text View citing articles Show Details
Absorption cross-section Spectrum
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-N-((2,3-dihydrobenzofuran-7yl)methyl)ethanamine hydrochloride Reaxys Registry Number: 28221622
Molecular Formula: C19H22BrNO3*ClH Linear Structure Formula: C19H22BrNO3*ClH Molecular Weight: 428.754
InChI Key: FTPNFYIWRORFKM-UHFFFAOYSA-N
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (2) Bioactivity (2)
1
103
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-N-((2,3-dihydrobenzofuran-7-yl)methyl)ethanamine hydrochloride Identification Substance Label (1) Label
Reference
1e
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Location
Reference
208 210 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Location
Reference
colourless
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7080214
Type of Substance: isocyclic Molecular Formula: C17H19Br2NO2
Linear Structure Formula: C17H19Br2NO2
Molecular Weight: 429.151
InChI Key: BNJIESZKJPCAQX-UHFFFAOYSA-N
104
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
17 free base
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
3 prep out of 3 reactions.
Identification
1
Derivative (1) Derivative
Reference
(4-Bromo-benzyl)-[2-(4-bromo-2,5-dimethoxy-phenyl)-ethyl]-amine; compound with oxalic acid
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; HerrickDavis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 29096305
Molecular Formula: C18H20BrNO4*ClH Linear Structure Formula: C18H20BrNO4*ClH Molecular Weight: 430.726
InChI Key: VPFLBRSOTDPGBR-UHFFFAOYSA-N
no reactions.
Bioactivity (1)
1
105
Synthesize | Hide Details Find similar
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-((4-bromo-2,5-dimethoxyphenethylamino)methyl)-6-methoxyphenol hydrochloride Reaxys Registry Number: 28221635
Molecular Formula: C18H22BrNO4*ClH Linear Structure Formula: C18H22BrNO4*ClH Molecular Weight: 432.742
InChI Key: RGUKARMRSKMLLF-UHFFFAOYSA-N
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (2) Bioactivity (2)
106
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-((4-bromo-2,5-dimethoxyphenethylamino)methyl)-6-methoxyphenol hydrochloride Identification Substance Label (1) Label
Reference
1s
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
1
Physical Data Melting Point (1) Melting Point
Location
Reference
205 206 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties white
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-benzyl-4-iodo-2,5-dimethoxyphenethylamine hydrochloride Reaxys Registry Number: 10607975
Type of Substance: isocyclic Molecular Formula: C17H20INO2*ClH Linear Structure Formula: C17H20INO2*ClH Molecular Weight: 433.717
InChI Key: VMXBAUIGICNGML-UHFFFAOYSA-N
107
no reactions.
Identification Bioactivity (6)
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-benzyl-4-iodo-2,5-dimethoxyphenethylamine hydrochloride Identification Substance Label (1) Label
Reference
25I-NB
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (6) 1 of 6
2 of 6
Comment (Pharmacological Data)
Bioactivities present
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
NIH-3T3 cell membranes expressing rat 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
3 of 6
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.31 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
NIH-3T3 cells expressing rat 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
EC50
Value of Type
12.0 nmol/l
(Pharmacological Data)
4 of 6
5 of 6
6 of 6
Results
intrinsic activity was 37 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 4.84 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.25 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace <3H>ketanserin (10 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 77.6 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.28 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
HEK-293 cells expressing human 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), EC50 value of 5.17 nmol/l
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
1.96 nmol/l
Results
intrinsic activity was 66 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2-fluoro-3methoxybenzyl)ethanamine hydrochloride
1 prep out of 1 reactions.
Reaxys Registry Number: 28221634
Molecular Formula: C18H21BrFNO3*ClH Linear Structure Formula: C18H21BrFNO3*ClH Molecular Weight: 434.733
InChI Key: CNLCSMPCKSCGKT-UHFFFAOYSA-N
Identification Physical Data (2) Spectra (2) Bioactivity (2)
1
108
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2-fluoro-3-methoxybenzyl)ethanamine hydrochloride Identification Substance Label (1) Label
Reference
1r
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Location
Reference
170 171 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties colourless
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Chemical shifts
1H
Coupling Nuclei
Solvents (NMR Spectroscopy) dimethylsulfoxided6
Frequency (NMR Spectroscopy) 300 MHz
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 3937 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
19F
dimethylsulfoxided6
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-N-(4-fluoro-2-methoxybenzyl)ethan-1amine hydrochloride
1 prep out of 1 reactions.
Reaxys Registry Number: 30218573
Molecular Formula: C18H21BrFNO3*ClH Linear Structure Formula: ClH*C18H21BrFNO3
Molecular Weight: 434.733
InChI Key: OVAKNZBKVPDTKP-UHFFFAOYSA-N
109
Identification Spectra (3) Bioactivity (1)
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-N-(4-fluoro-2-methoxybenzyl)ethan-1-amine hydrochloride Identification Substance Label (1) Label
Reference
2
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Spectra NMR Spectroscopy (2)
Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Coupling Nuclei
Solvents (NMR Spectroscopy)
Temperature (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Location
Reference
Chemical shifts Spectrum
1H
dimethylsulfoxided6
25 °C
400 MHz
supporting information
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.;
Chemical shifts Spectrum
13C
19F
dimethylsulfoxided6
100 MHz
Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
supporting information
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Mass Spectrometry (1) Description (Mass Spectrometry) high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) spectrum
Location
Reference
supporting information
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Chemical Name: N-(benzo[d]oxazol-7-ylmethyl)-2-(4-bromo-2,5dimethoxyphenyl)ethanamine hemioxalate Reaxys Registry Number: 28221621
Molecular Formula: 0C2H2O4*C18H19BrN2O3
Linear Structure Formula: C18H19BrN2O3*0.5C2H2O4
Molecular Weight: 436.282
InChI Key: QXTOHIWWGCEODB-UHFFFAOYSA-N
110
1 prep out of 1 reactions.
Identification Physical Data (1) Spectra (2) Bioactivity (1)
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(benzo[d]oxazol-7-ylmethyl)-2-(4-bromo-2,5-dimethoxyphenyl)ethanamine hemioxalate Identification Substance Label (1) Label
Reference
1d
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1)
1
Melting Point
Solvent (Melting Point)
201 °C
ethanol
Location
Comment (Melting Point)
supporting information
with decomposition
Reference Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 10580342
Type of Substance: heterocyclic Molecular Formula: C18H20INO4
Linear Structure Formula: C18H20INO4
Molecular Weight: 441.266
InChI Key: NJNMIPDEUMTYNV-UHFFFAOYSA-N
2 prep out of 2 reactions.
Identification
1
111
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
1d
Hansen, Martin; Phonekeo, Karina; Paine, James S.; Leth-Petersen, Sebastian; Begtrup, Mikael; Braeuner-Osborne, Hans; Kristensen, Jesper L.
ACS Chemical Neuroscience, 2014 , vol. 5, # 3 p. 243 - 249 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(benzo[b]thiophen-7-ylmethyl)-2-(4-bromo-2,5dimethoxyphenyl)ethanamine hydrochloride Reaxys Registry Number: 28221620
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (2) Bioactivity (2)
1
Molecular Formula: C19H20BrNO2S*ClH Linear Structure Formula: C19H20BrNO2S*ClH Molecular Weight: 442.804
InChI Key: ZDOWKZNIJRPTKL-UHFFFAOYSA-N
112
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(benzo[b]thiophen-7-ylmethyl)-2-(4-bromo-2,5-dimethoxyphenyl)ethanamine hydrochloride Identification Substance Label (1) Label
Reference
1c
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Location
Reference
219 220 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties colourless
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 2788802
Type of Substance: isocyclic Molecular Formula: C29H35NO3
Linear Structure Formula: C29H35NO3
Molecular Weight: 445.602
InChI Key: LZAOFYFTNXHULO-UHFFFAOYSA-N
1 prep out of 1 reactions.
Physical Data (1)
1
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (2) Bioactivity (2)
1
113
Synthesize | Hide Details Find similar
Physical Data Melting Point (1) Melting Point
Reference
240 °C
Hexachimie
Patent: FR2328457 , 1977 ; Chem.Abstr., vol. 88, # 74105 Full Text Show Details
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2,3-dimethoxybenzyl)ethanamine hydrochloride hydrochloride Reaxys Registry Number: 28221631
Molecular Formula: C19H24BrNO4*ClH Linear Structure Formula: C19H24BrNO4*ClH Molecular Weight: 446.769
InChI Key: VGTYDTJZHICOHZ-UHFFFAOYSA-N
114
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2,3-dimethoxybenzyl)ethanamine hydrochloride hydrochloride Identification
Substance Label (1) Label
Reference
1n
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Location
Reference
119 120 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties colourless
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2,4-dimethoxybenzyl)ethanamine hydrochloride hydrochloride
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (2)
1
Reaxys Registry Number: 28221632
Molecular Formula: C19H24BrNO4*ClH Linear Structure Formula: C19H24BrNO4*ClH Molecular Weight: 446.769
InChI Key: WIFMTBMUBWMCFL-UHFFFAOYSA-N
115
Bioactivity (2)
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2,4-dimethoxybenzyl)ethanamine hydrochloride hydrochloride Identification Substance Label (1) Label
Reference
1o
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Location
Reference
167 168 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties colourless
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2,6-dimethoxybenzyl)ethanamine hydrochloride hydrochloride Reaxys Registry Number: 28221633
Molecular Formula: C19H24BrNO4*ClH Linear Structure Formula: C19H24BrNO4*ClH Molecular Weight: 446.769
InChI Key: KNFVYBALJPAGDU-UHFFFAOYSA-N
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (2) Bioactivity (2)
1
116
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2,6-dimethoxybenzyl)ethanamine hydrochloride hydrochloride Identification Substance Label (1) Label
Reference
1q
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Location
Reference
193 194 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties colourless
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-(4-bromo-2,6-dimethoxyphenyl)-N-(2,5-dimethoxybenzyl)ethanamine hydrochloride hydrochloride Reaxys Registry Number: 28221657
Molecular Formula: C19H24BrNO4*ClH Linear Structure Formula: C19H24BrNO4*ClH Molecular Weight: 446.769
InChI Key: YRSLTHSYOVFIJF-UHFFFAOYSA-N
2 prep out of 2 reactions.
Identification Physical Data (2) Spectra (2) Bioactivity (2)
117
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,6-dimethoxyphenyl)-N-(2,5-dimethoxybenzyl)ethanamine hydrochloride hydrochloride Identification Substance Label (1) Label
Reference
1p
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
1
Physical Data Melting Point (1) Melting Point
Location
Reference
150 151 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties colourless
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(2-hydroxybenzyl)-4-iodo-2,5-dimethoxyphenethylamine hydrochloride
118
Reaxys Registry Number: 10614628
Type of Substance: isocyclic Molecular Formula: C17H20INO3*ClH Linear Structure Formula: C17H20INO3*ClH Molecular Weight: 449.716
InChI Key: PXODWOUSZUTKOZ-UHFFFAOYSA-N
no reactions.
Identification Bioactivity (6)
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(2-hydroxybenzyl)-4-iodo-2,5-dimethoxyphenethylamine hydrochloride Identification Substance Label (1) Label
Reference
25I-NBOH
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (6) 1 of 6
2 of 6
3 of 6
Comment (Pharmacological Data)
Bioactivities present
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
NIH-3T3 cell membranes expressing rat 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.12 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
NIH-3T3 cells expressing rat 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
EC50
Value of Type
6.34 nmol/l
(Pharmacological Data)
4 of 6
5 of 6
6 of 6
Results
intrinsic activity was 71 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 4.84 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.061 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace <3H>ketanserin (10 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 77.6 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.068 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
HEK-293 cells expressing human 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), EC50 value of 5.17 nmol/l
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
0.19 nmol/l
Results
intrinsic activity was 86 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(2-fluorobenzyl)-4-iodo-2,5-dimethoxyphenethylamine hydrochloride
no reactions.
Reaxys Registry Number: 10614630
Type of Substance: isocyclic Molecular Formula: C17H19FINO2*ClH Linear Structure Formula: C17H19FINO2*ClH Molecular Weight: 451.707
InChI Key: GHAILJKILCIMFT-UHFFFAOYSA-N
119
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(2-fluorobenzyl)-4-iodo-2,5-dimethoxyphenethylamine hydrochloride Identification Substance Label (1) Label
Reference
25I-NBF
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (6) 1 of 6
2 of 6
Comment (Pharmacological Data)
Bioactivities present
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
NIH-3T3 cell membranes expressing rat 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.28 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Identification Bioactivity (6)
1
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
3 of 6
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
NIH-3T3 cells expressing rat 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
4 of 6
5 of 6
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
23.2 nmol/l
Results
intrinsic activity was 32 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 4.84 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.26 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace <3H>ketanserin (10 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 77.6 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.19 nmol/l
6 of 6
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
HEK-293 cells expressing human 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), EC50 value of 5.17 nmol/l
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
1.55 nmol/l
Results
intrinsic activity was 87 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-N-((2-methoxypyridin-3yl)methyl)ethanamine dihydrochloride Reaxys Registry Number: 28221627
Molecular Formula: C17H21BrN2O3*2ClH Linear Structure Formula: C17H21BrN2O3*2ClH Molecular Weight: 454.191
InChI Key: XQQLFVDAZZODOB-UHFFFAOYSA-N
120
4 prep out of 4 reactions.
Identification Physical Data (2) Spectra (2) Bioactivity (2)
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-N-((2-methoxypyridin-3-yl)methyl)ethanamine dihydrochloride Identification Substance Label (1) Label
Reference
1j
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Location
Reference
201 202 °C
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties colourless
Location
Reference
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxided6
Chemical shifts
13C
dimethylsulfoxided6
Frequency (NMR Spectroscopy)
Location
Reference
300 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
75 MHz
supporting information
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Bräuner-Osborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; BräunerOsborne, Hans; Kristensen, Jesper Langgaard
Bioorganic and Medicinal Chemistry, 2015 , vol. 23, # 14 p. 3933 - 3937 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7066358
Type of Substance: isocyclic Molecular Formula: C2H2O4*C18H22BrNO2
Linear Structure Formula: C18H22BrNO2*C2H2O4
Molecular Weight: 454.318
InChI Key: KHWSRNRNWOMPRH-UHFFFAOYSA-N
121
Synthesize | Hide Details Find similar
Identification Substance Label (1)
no reactions.
Identification Physical Data (1) Bioactivity (2)
1
Label
Reference
19
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Comment (Melting Point)
Reference
224 - 225 °C
ethanol H2O
Crystallization with 1 Mol(s) H2O
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7066710
Type of Substance: isocyclic Molecular Formula: C2H2O4*C17H21BrN2O2
Linear Structure Formula: C17H21BrN2O2*C2H2O4
Molecular Weight: 455.305
InChI Key: ADYXQGAWNWOGLC-UHFFFAOYSA-N
no reactions.
Identification Physical Data (1) Bioactivity (2)
1
122
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
20
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Comment (Melting Point)
Reference
164 - 166 °C
ethanol
Crystallization with 0.5 Mol(s) H2O
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7066704
Type of Substance: isocyclic Molecular Formula: C2H2O4*C17H19BrFNO2
Linear Structure Formula: C17H19BrFNO2*C2H2O4
Molecular Weight: 458.281
InChI Key: GHSKXJYMJISGFH-UHFFFAOYSA-N
no reactions.
123
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
15
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Reference
218 - 220 °C
ethanol H2O
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935
Identification Physical Data (1) Bioactivity (2)
1
Title/Abstract Full Text View citing articles Show Details
Chemical Name: 25I-NBOMe Reaxys Registry Number: 10614602
Type of Substance: isocyclic Molecular Formula: C18H22INO3*ClH Linear Structure Formula: C18H22INO3*ClH Molecular Weight: 463.743
InChI Key: IPBBLNVKGLDTML-UHFFFAOYSA-N
124
2 prep out of 2 reactions.
Identification Physical Data (3) Spectra (4) Bioactivity (8)
4
Synthesize | Hide Details Find similar Chemical Names and Synonyms 25I-NBOMe, 2-(4-iodo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine hydrochloride, N-(2-methoxybenzyl)-2-(4-iodo-2,5dimethoxyphenyl)ethan-1-amine hydrochloride, N-(2-methoxybenzyl)-2-(2,5-dimethoxy-4-iodophenyl)ethylamine hydrochloride, N-(2methoxybenzyl)-2,5-dimethoxy-4-iodophenethylamine hydrochloride, N-(2-methoxybenzyl)-4-iodo-2,5-dimethoxyphenethylamine hydrochloride Identification Substance Label (3) Label
Reference
1
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan
Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details
1a; INBMeO
Nichols, David E.; Frescas, Stewart P.; Chemel, Benjamin R.; Rehder, Kenneth S.; Zhong, Desong; Lewin, Anita H.
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 6116 - 6123 Title/Abstract Full Text View citing articles Show Details
25I-NBMeO
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Patent-Specific Data (1) Related Markush Structure (RN)
Reference
29006495
Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan
Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details
Physical Data Melting Point (2) Melting Point
Solvent (Melting Point)
168 - 170 °C
acetone ethyl acetate diethyl ether
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
167 °C
acetonitrile
Nichols, David E.; Frescas, Stewart P.; Chemel, Benjamin R.; Rehder, Kenneth S.; Zhong, Desong; Lewin, Anita H.
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 6116 - 6123 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1)
Reference
Colour & Other Properties
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
white
Spectra NMR Spectroscopy (3) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
d(4)-methanol
300 MHz
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
d(4)-methanol
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
1H
CDCl3
300 MHz
Nichols, David E.; Frescas, Stewart P.; Chemel, Benjamin R.; Rehder, Kenneth S.; Zhong, Desong; Lewin, Anita H.
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 6116 - 6123 Title/Abstract Full Text View citing articles Show Details
Reference
Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) spectrum
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (8) 1 of 8
Comment (Pharmacological Data)
Bioactivities present
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Nichols, David E.; Frescas, Stewart P.; Chemel, Benjamin R.; Rehder, Kenneth S.; Zhong, Desong; Lewin, Anita H.
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 6116 - 6123 Title/Abstract Full Text View citing articles Show Details
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan
Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details
2 of 8
3 of 8
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan
Patent: EP2950104 A1, 2015 ;
Title/Abstract Full Text Show Details
4 of 8
5 of 8
6 of 8
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
NIH-3T3 cell membranes expressing rat 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.087 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
NIH-3T3 cells expressing rat 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
2.50 nmol/l
Results
intrinsic activity was 78 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 4.84 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.044 nmol/l
7 of 8
8 of 8
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace <3H>ketanserin (10 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 77.6 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.15 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
HEK-293 cells expressing human 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), EC50 value of 5.17 nmol/l
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
0.44 nmol/l
Results
intrinsic activity was 81 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(3-methoxybenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Reaxys Registry Number: 28324284
Molecular Formula: C18H22INO3*ClH Linear Structure Formula: ClH*C18H22INO3
Molecular Weight: 463.743
InChI Key: NFHNTZHBZCDGKV-UHFFFAOYSA-N
125
Synthesize | Hide Details Find similar Chemical Names and Synonyms
1 prep out of 1 reactions.
Identification Physical Data (2) Spectra (3) Bioactivity (1)
1
N-(3-methoxybenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Identification Substance Label (1) Label
Reference
4a
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
171 - 172 °C
acetone ethyl acetate diethyl ether
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
white
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
methanol-d4
300 MHz
Chemical shifts
13C
methanol-d4
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) spectrum
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(4-methoxybenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Reaxys Registry Number: 28324287
Molecular Formula: C18H22INO3*ClH Linear Structure Formula: ClH*C18H22INO3
Molecular Weight: 463.743
InChI Key: MHGONRMWRCXEAH-UHFFFAOYSA-N
1 prep out of 1 reactions.
Identification Physical Data (2) Spectra (3) Bioactivity (1)
1
126
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(4-methoxybenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Identification Substance Label (1) Label
Reference
4b
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
180 - 182 °C
acetonitrile
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
white
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
methanol-d4
300 MHz
Chemical shifts
13C
methanol-d4
Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) spectrum
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-oxo-4-phenyl-6-{[2-(3,4,5trimethoxyphenyl)ethylamino]methyl}-1,2,3,4-tetrahydropyrimidine-5carboxylic acid ethyl ester
no reactions.
Identification Bioactivity (1)
1
Reaxys Registry Number: 28705421
Molecular Formula: C25H31N3O6
Linear Structure Formula: C25H31N3O6
Molecular Weight: 469.538
InChI Key: IGAVBFKNVMZJFY-QFIPXVFZSA-N
127
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Reference
LBPS17
Carosati, Emanuele; Van Den Höfel, Natascha; Reif, Manuela; Randazzo, Giuseppe Marco; Stanitzki, Bettina; Stevens, Julia; Gabbert, Helmut E.; Cruciani, Gabriele; Mannhold, Raimund; Mahotka, Csaba
ChemMedChem, 2015 , vol. 10, # 10 p. 1700 - 1706 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Carosati, Emanuele; Van Den Höfel, Natascha; Reif, Manuela; Randazzo, Giuseppe Marco; Stanitzki, Bettina; Stevens, Julia; Gabbert, Helmut E.; Cruciani, Gabriele; Mannhold, Raimund; Mahotka, Csaba
ChemMedChem, 2015 , vol. 10, # 10 p. 1700 - 1706 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7066837
Type of Substance: isocyclic Molecular Formula: C2H2O4*C18H22BrNO3
Linear Structure Formula: C18H22BrNO3*C2H2O4
Molecular Weight: 470.317
InChI Key: OQQFVZQFDIQIQU-UHFFFAOYSA-N
128
no reactions.
Identification Physical Data (1) Bioactivity (2)
1
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
22
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Reference
220 - 222 °C
ethanol
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7066846
Type of Substance: isocyclic Molecular Formula: C2H2O4*C17H19BrClNO2
Linear Structure Formula: C17H19BrClNO2*C2H2O4
Molecular Weight: 474.736
InChI Key: AAUNIPIAXAJNFI-UHFFFAOYSA-N
129
Synthesize | Hide Details
no reactions.
Identification Physical Data (1) Bioactivity (2)
1
Find similar
Identification Substance Label (1) Label
Reference
16
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Comment (Melting Point)
Reference
212 - 214 °C
ethanol H2O
Crystallization with 0.75 Mol(s) H2O
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7080215
Type of Substance: isocyclic Molecular Formula: C17H19BrINO2
Linear Structure Formula: C17H19BrINO2
Molecular Weight: 476.152
InChI Key: BUIFHBHRASKRDP-UHFFFAOYSA-N
130
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Identification Substance Label (1) Label
Reference
18 free base
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Derivative (1) Derivative
Reference
3 prep out of 3 reactions.
Identification Bioactivity (1)
2
[2-(4-Bromo-2,5-dimethoxy-phenyl)-ethyl]-(4-iodo-benzyl)-amine; compound with oxalic acid
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; HerrickDavis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Glennon, Richard A; Metwally, Kamel; Dukat, Malgorzata; Ismaiel, Abd M; De los Angeles, Joseph; Herndon, Jeffery; Teitler, Milt; Khorana, Nantaka
Current topics in medicinal chemistry, 2002 , vol. 2, # 6 p. 539 - 558 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(2,3-methylenedioxybenzyl)-4-iodo-2,5-dimethoxyphenethylamine hydrochloride
no reactions.
Reaxys Registry Number: 10617964
Type of Substance: heterocyclic Molecular Formula: C18H20INO4*ClH Linear Structure Formula: C18H20INO4*ClH Molecular Weight: 477.727
InChI Key: QKMOLNYYXDCGFL-UHFFFAOYSA-N
131
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(2,3-methylenedioxybenzyl)-4-iodo-2,5-dimethoxyphenethylamine hydrochloride Identification Substance Label (1) Label
Reference
25I-NBMD
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (6) 1 of 6
2 of 6
Comment (Pharmacological Data)
Bioactivities present
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
NIH-3T3 cell membranes expressing rat 5-HT2A receptor
Method (Pharmacological
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Identification Bioactivity (6)
1
Data)
3 of 6
4 of 6
5 of 6
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.19 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
NIH-3T3 cells expressing rat 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
8.2 nmol/l
Results
intrinsic activity was 68 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 4.84 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.049 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
6 of 6
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace <3H>ketanserin (10 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 77.6 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
0.21 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
HEK-293 cells expressing human 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), EC50 value of 5.17 nmol/l
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
1.07 nmol/l
Results
intrinsic activity was 72 percent
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)- N-(5-bromo-2hydroxyphenylmethyl)ethanamine hydrochloride Reaxys Registry Number: 27746790
Molecular Formula: C17H19Br2NO3*ClH Linear Structure Formula: ClH*C17H19Br2NO3
Molecular Weight: 481.612
InChI Key: UIQZDQVTSBYBFA-UHFFFAOYSA-N
132
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)- N-(5-bromo-2-hydroxyphenylmethyl)ethanamine hydrochloride Identification Substance Label (1) Label
Reference
25B-NB5Br2OH-HCl
Tirapegui, Cristian; Toro-Sazo, Miguel A.; Cassels, Bruce K.
Journal of the Chilean Chemical Society, 2014 , vol. 59, # 3 p. 2625 - 2627 Title/Abstract Full Text View citing articles Show Details
1 prep out of 1 reactions.
Identification Physical Data (2) Spectra (2)
1
Physical Data Melting Point (1) Melting Point
Reference
162 - 165 °C
Tirapegui, Cristian; Toro-Sazo, Miguel A.; Cassels, Bruce K.
Journal of the Chilean Chemical Society, 2014 , vol. 59, # 3 p. 2625 - 2627 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Reference
colourless
Tirapegui, Cristian; Toro-Sazo, Miguel A.; Cassels, Bruce K.
Journal of the Chilean Chemical Society, 2014 , vol. 59, # 3 p. 2625 - 2627 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
water-d2
400 MHz
Tirapegui, Cristian; Toro-Sazo, Miguel A.; Cassels, Bruce K.
Journal of the Chilean Chemical Society, 2014 , vol. 59, # 3 p. 2625 - 2627 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
dimethylsulfoxide-d6
100 MHz
Tirapegui, Cristian; Toro-Sazo, Miguel A.; Cassels, Bruce K.
Journal of the Chilean Chemical Society, 2014 , vol. 59, # 3 p. 2625 - 2627 Title/Abstract Full Text View citing articles Show Details
Reference
Chemical Name: N-(4-fluoro-2-methoxybenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1amine hydrochloride Reaxys Registry Number: 30218574
Molecular Formula: C18H21FINO3*ClH Linear Structure Formula: ClH*C18H21FINO3
Molecular Weight: 481.733
InChI Key: NNNVQZKNNXETCH-UHFFFAOYSA-N
133
1 prep out of 1 reactions.
Identification Spectra (3) Bioactivity (1)
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(4-fluoro-2-methoxybenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Identification Substance Label (1) Label
Reference
3
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Temperature (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
dimethylsulfoxided6
25 °C
dimethylsulfoxided6
Nucleus (NMR Spectroscopy)
Coupling Nuclei
Solvents (NMR Spectroscopy)
Chemical shifts Spectrum
1H
Chemical shifts Spectrum
13C
19F
Location
Reference
400 MHz
supporting information
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
100 MHz
supporting information
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Mass Spectrometry (1) Description (Mass Spectrometry) high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) spectrum
Location
Reference
supporting information
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Petersen, Ida Nymann; Villadsen, Jonas; Hansen, Hanne Demant; Jensen, Anders A.; Lehel, Szabolcs; Gillings, Nic; Herth, Matthias M.; Knudsen, Gitte M.; Kristensen, Jesper L.
Bioorganic and Medicinal Chemistry, 2016 , vol. 24, # 21 p. 5353 - 5356 Title/Abstract Full Text Show Details
Chemical Name: N-(2-isopropoxybenzyl)-2-(4-iodo-2-isopropoxy-5methoxyphenyl)ethylamine
1 prep out of 2 reactions.
Reaxys Registry Number: 18585416
CAS Registry Number: 1043869-06-2 Molecular Formula: C22H30INO3
Linear Structure Formula: C22H30INO3
Molecular Weight: 483.39
InChI Key: WSDLUBMLPNBLNB-UHFFFAOYSA-N
134
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(2-isopropoxybenzyl)-2-(4-iodo-2-isopropoxy-5-methoxyphenyl)ethylamine Identification Substance Label (1) Label
Reference
7
Nichols, David E.; Frescas, Stewart P.; Chemel, Benjamin R.; Rehder, Kenneth S.; Zhong, Desong; Lewin, Anita H.
Identification Spectra (1)
1
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 6116 - 6123 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (1) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
CDCl3
300 MHz
Reference Nichols, David E.; Frescas, Stewart P.; Chemel, Benjamin R.; Rehder, Kenneth S.; Zhong, Desong; Lewin, Anita H.
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 6116 - 6123 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-methylnapthyl-4-iodo-2,5-dimethoxyphenethylamine hydrochloride
no reactions.
Reaxys Registry Number: 10618376
Type of Substance: isocyclic Molecular Formula: C21H22INO2*ClH Linear Structure Formula: C21H22INO2*ClH Molecular Weight: 483.777
InChI Key: LWFFWGZFULQFNP-UHFFFAOYSA-N 135
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-methylnapthyl-4-iodo-2,5-dimethoxyphenethylamine hydrochloride Identification Substance Label (1) Label
Reference
25I-NNap
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (5) 1 of 5
2 of 5
Comment (Pharmacological Data)
Bioactivities present
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
NIH-3T3 cell membranes expressing rat 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Identification Bioactivity (5)
1
3 of 5
4 of 5
5 of 5
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
3.74 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
NIH-3T3 cells expressing rat 5-HT2A receptor
Method (Pharmacological Data)
title comp. ability to stimulate hydrolysis of radiolabeled phosphatidylinositides assessed by measurement of radiolabeled inositol phosphate accumulation in cells
Further Details (Pharmacological Data)
5-HT: 5-hydroxytryptamine
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
> 1 μmol/l
Results
intrinsic activity was 25 percent (at 10 μmol/l)
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace (+/-)-<125I>-DOI ((+/-)-<125I>-4-iodo-2,5dimethoxyphenylisopropylamine; 0.25 nmol/l)
Further Details (Pharmacological Data)
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 4.84 nmol/l
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
4.83 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor; binding activity
Species or TestSystem (Pharmacological Data)
HEK-293 cell membranes expressing human 5-HT2A receptor
Method (Pharmacological Data)
competition binding assay for ability of title comp. to displace <3H>ketanserin (10 nmol/l)
Further Details (Pharmacological
HEK: human embryonic kidney; positive control: 5-hydroxytryptamine (5-HT), Ki value of 77.6 nmol/l
Data) Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
6.68 nmol/l
Reference
Braden, Michael R.; Parrish, Jason C.; Naylor, John C.; Nichols, David E.
Molecular Pharmacology, 2006 , vol. 70, # 6 p. 1956 - 1964 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7067525
Type of Substance: isocyclic Molecular Formula: C2H2O4*C17H19BrN2O4
Linear Structure Formula: C17H19BrN2O4*C2H2O4
Molecular Weight: 485.288
InChI Key: FVBGCPFCPCDILP-UHFFFAOYSA-N
no reactions.
Identification Physical Data (1) Bioactivity (2)
1
Physical Data (1)
1
136
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
21
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Reference
204 - 206 °C
ethanol H2O
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 2791669
Type of Substance: isocyclic Molecular Formula: C27H29Cl2NO3
Linear Structure Formula: C27H29Cl2NO3
1 prep out of 1 reactions.
Molecular Weight: 486.438
InChI Key: OWJNPJHLQWTUEN-UHFFFAOYSA-N
137
Synthesize | Hide Details Find similar
Physical Data Melting Point (1) Melting Point
Reference
190 °C
Hexachimie
Patent: FR2328457 , 1977 ; Chem.Abstr., vol. 88, # 74105 Full Text Show Details
Chemical Name: N-(2-bromobenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Reaxys Registry Number: 28324292
Molecular Formula: C17H19BrINO2*ClH Linear Structure Formula: ClH*C17H19BrINO2
Molecular Weight: 512.613
InChI Key: TWDVCTTUMKOGGD-UHFFFAOYSA-N
138
1 prep out of 1 reactions.
Identification Physical Data (2) Spectra (3) Bioactivity (1)
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(2-bromobenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Identification Substance Label (1) Label
Reference
4c
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
170 - 171 °C
acetone ethyl acetate diethyl ether
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
white
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
methanol-d4
300 MHz
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
methanol-d4
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Reference
Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) spectrum
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(3-bromobenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Reaxys Registry Number: 28324300
Molecular Formula: C17H19BrINO2*ClH Linear Structure Formula: ClH*C17H19BrINO2
Molecular Weight: 512.613
InChI Key: FBCZZRJQISYCLS-UHFFFAOYSA-N
139
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(3-bromobenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Identification
1 prep out of 1 reactions.
Identification Physical Data (2) Spectra (3) Bioactivity (1)
1
Substance Label (1) Label
Reference
4d
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
199 - 201 °C
acetone ethyl acetate diethyl ether
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
white
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
methanol-d4
300 MHz
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
methanol-d4
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Reference
Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) spectrum
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(4-bromobenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Reaxys Registry Number: 28324309
1 prep out of 1 reactions.
Identification Physical Data (2) Spectra (3) Bioactivity (1)
1
Molecular Formula: C17H19BrINO2*ClH Linear Structure Formula: ClH*C17H19BrINO2
Molecular Weight: 512.613
InChI Key: GCPKSBGTURNJNM-UHFFFAOYSA-N
140
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-(4-bromobenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethan-1-amine hydrochloride Identification Substance Label (1) Label
Reference
4e
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
196 - 197 °C
acetone ethyl acetate diethyl ether
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Reference Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
white
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
methanol-d4
300 MHz
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
methanol-d4
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
Reference
high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) time-of-flight mass spectra (TOFMS) liquid chromatography mass spectrometry (LCMS) spectrum
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Nichols, David E.; Sassano, M. Flori; Halberstadt, Adam L.; Klein, Landon M.; Brandt, Simon D.; Elliott, Simon P.; Fiedler, Wolfgang J.
ACS Chemical Neuroscience, 2015 , vol. 6, # 7 p. 1165 - 1175 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7066706
Type of Substance: isocyclic Molecular Formula: C2H2O4*C17H19Br2NO2
Linear Structure Formula: C17H19Br2NO2*C2H2O4
Molecular Weight: 519.187
InChI Key: NTCLDKRDKCJNLH-UHFFFAOYSA-N
no reactions.
Identification Physical Data (1) Bioactivity (2)
1
141
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
17
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Comment (Melting Point)
Reference
166 - 168 °C
ethanol diethyl ether
Crystallization with 0.75 Mol(s) H2O
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 29006496
Molecular Formula: C2HF3O2*C22H28N2O6
Linear Structure Formula: C22H28N2O6*C2HF3O2
Molecular Weight: 530.498
InChI Key: HAQDDJXLPISFQU-UHFFFAOYSA-N
2 prep out of 2 reactions.
Identification
1
1 prep out of 1 reactions.
Identification Spectra (2) Bioactivity (1)
1
142
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
hapten-2
Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan
Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details
Chemical Name: 4-hydroxy-3-[2'-({[2-(4-hydroxy-3,5dimethoxyphenyl)ethyl]amino}methyl)-1,1'-biphenyl-4-yl]-6-oxo-6,7dihydrothieno[2,3-b]pyridine-5-carbonitrile Reaxys Registry Number: 12163434
Molecular Formula: C31H27N3O5S Linear Structure Formula: C31H27N3O5S Molecular Weight: 553.638
InChI Key: LXPGEMLEFMCFDU-UHFFFAOYSA-N
143
Synthesize | Hide Details Find similar Chemical Names and Synonyms 4-hydroxy-3-[2'-({[2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl]amino}methyl)-1,1'-biphenyl-4-yl]-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile Identification Patent-Specific Data (1) Related Markush Structure (RN)
Reference
19843597; 19843598
Iyengar, Rajesh R.; Judd, Andrew S.; Zhao, Gang; Kym, Philip R.; Sham, Hing L.; Gu, Yugui; Liu, Gang; Liu, Mei; Zhao, Hongyu; Clark, Richard F.; Frevert, Ernst U.; Cool, Barbara L.; Zhang, Tianyuan; Keyes, Robert F.; Hansen, Todd M.; Xin, Zhili
Patent: US2005/38068 A1, 2005 ; Title/Abstract Full Text Show Details
Spectra NMR Spectroscopy (1) Nucleus (NMR
Solvents (NMR
Frequency
Comment
Spectroscopy)
Spectroscopy)
1H
dimethylsulfoxided6
(NMR Spectroscopy)
Original Text (NMR Spectroscopy)
(NMR Spectroscopy)
Reference
500 MHz
<SP>1</SP>H NMR (500 MHz, DMSOd<SB>6</SB>): δ ppm 11.7 (br s, 1H), 8.87 (br s, 2H), 7.69-7.71 (m, 1H), 7.58 (d, 2H), 7.50-7.55 (m, 2H), 7.38-7.40 (m, 1H), 7.34 (d, 2H), 6.90 (s, 1H), 6.44 (s, 2H), 4.22 (br s, 2H), 3.97 (s, 1H), 3.71 (s, 6H), 3.10 (br s, 2H), 2.95 (t, 2H)
Signals given
Iyengar, Rajesh R.; Judd, Andrew S.; Zhao, Gang; Kym, Philip R.; Sham, Hing L.; Gu, Yugui; Liu, Gang; Liu, Mei; Zhao, Hongyu; Clark, Richard F.; Frevert, Ernst U.; Cool, Barbara L.; Zhang, Tianyuan; Keyes, Robert F.; Hansen, Todd M.; Xin, Zhili
Patent: US2005/38068 A1, 2005 ; Title/Abstract Full Text Show Details
Mass Spectrometry (1) Description (Mass Spectrometry)
Comment (Mass Spectrometry)
ESI (Electrospray ionisation)
Molecular peak
Reference Iyengar, Rajesh R.; Judd, Andrew S.; Zhao, Gang; Kym, Philip R.; Sham, Hing L.; Gu, Yugui; Liu, Gang; Liu, Mei; Zhao, Hongyu; Clark, Richard F.; Frevert, Ernst U.; Cool, Barbara L.; Zhang, Tianyuan; Keyes, Robert F.; Hansen, Todd M.; Xin, Zhili
Patent: US2005/38068 A1, 2005 ; Title/Abstract Full Text Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
Bioactivities present
Reference
Iyengar, Rajesh R.; Judd, Andrew S.; Zhao, Gang; Kym, Philip R.; Sham, Hing L.; Gu, Yugui; Liu, Gang; Liu, Mei; Zhao, Hongyu; Clark, Richard F.; Frevert, Ernst U.; Cool, Barbara L.; Zhang, Tianyuan; Keyes, Robert F.; Hansen, Todd M.; Xin, Zhili Patent: US2005/38068 A1, 2005 ; Title/Abstract Full Text Show Details
Reaxys Registry Number: 7066705
Type of Substance: isocyclic Molecular Formula: C2H2O4*C17H19BrINO2
Linear Structure Formula: C17H19BrINO2*C2H2O4
Molecular Weight: 566.187
InChI Key: CHPHDCZUZIENFJ-UHFFFAOYSA-N
no reactions.
144
Synthesize | Hide Details Find similar
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Reference
233 - 235 °C
ethanol H2O
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2)
Physical Data (1) Bioactivity (2)
1
1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
affinity and selectivity in 5-HT2A and 5-HT2C serotonin receptor binding
Reference
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; Herrick-Davis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
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