2-(4-bromo-2,5-dimethoxyphenyl)ethan-1-amine [2C-B]

Page 1

Reaxys

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Reactions (93)

Substances (6)

Structure

Citations (36)

Structure/Compound Data Chemical Name: 2-(4-bromo-2,5-dimethoxyphenyl)-1-aminoethane Reaxys Registry Number: 4863873

CAS Registry Number: 66142-81-2 Type of Substance: isocyclic Molecular Formula: C10H14BrNO2

Linear Structure Formula: C10H14BrNO2

Molecular Weight: 260.131 InChI Key: YMHOBZXQZVXHBM-UHFFFAOYSA-N

1

N° of preparations All Preps | All Reactions 3 prep out of 40 reactions.

Available Data

N° of ref.

Identification Bioactivity (24)

31

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-dimethoxyphenyl)-1-aminoethane, 2C-B, 2-(4-bromo-2,5-dimethoxyphenyl)ethanamine, 2-(4-bromo-2,5dimethoxyphenyl)ethylamine, 4-bromo-2,5-dimethoxyphenethylamine Identification Substance Label (9) Label

Reference

2C-B

Acuna-Castillo, Claudio; Villalobos, Claudio; Moya, Pablo R; Saez, Patricio; Cassels, Bruce K; Huidobro-Toro, J Pablo

British journal of pharmacology, 2002 , vol. 136, # 4 p. 510 - 519 Title/Abstract Full Text View citing articles Show Details

Villalobos, Claudio A.; Bull, Paulina; Saez, Patricio; Cassels, Bruce K.; Huidobro-Toro, J. Pablo

British Journal of Pharmacology, 2004 , vol. 141, # 7 p. 1167 - 1174 Title/Abstract Full Text View citing articles Show Details

Moya, Pablo R.; Berg, Kelly A.; Gutierrez-Hernandez, Manuel A.; Saez-Briones, Patricio; Reyes-Parada, Miguel; Cassels, Bruce K.; Clarke, William P.

Journal of Pharmacology and Experimental Therapeutics, 2007 , vol. 321, # 3 p. 1054 - 1061 Title/Abstract Full Text View citing articles Show Details

Xu, Ya-Zhu; Chen, Chinpiao


Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

Herth, Matthias M.; Leth-Petersen, Sebastian; Lehel, Szabolcs; Hansen, Martin; Knudsen, Gitte M.; Gillings, Nic; Madsen, Jacob; Kristensen, Jesper L.

RSC Advances, 2014 , vol. 4, # 41 p. 21347 - 21350 Title/Abstract Full Text View citing articles Show Details

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

35

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella

Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7415 - 7423 Title/Abstract Full Text View citing articles Show Details

1; 2C-B

McLean, Thomas H.; Parrish, Jason C.; Braden, Michael R.; Marona-Lewicka, Danuta; Gallardo-Godoy, Alejandra; Nichols, David E.

Journal of Medicinal Chemistry, 2006 , vol. 49, # 19 p. 5794 - 5803 Title/Abstract Full Text View citing articles Show Details

2-CB

Locher, Christopher P.; Ruben, Peter C.; Gut, Jiri; Rosenthal, Philip J.

Antimicrobial Agents and Chemotherapy, 2003 , vol. 47, # 12 p. 3806 - 3809 Title/Abstract Full Text View citing articles Show Details

1b

Dowd; Herrick-Davis; Egan; DuPre; Smith; Teitler; Glennon

Journal of Medicinal Chemistry, 2000 , vol. 43, # 16 p. 3074 - 3084 Title/Abstract Full Text View citing articles Show Details

2a, 2CB

Monte, Aaron P.; Marona-Lewicka, Danuta; Cozzi, Nicholas V.; Nelson, David L.; Nichols, David E.

Medicinal Chemistry Research, 1995 , vol. 5, # 9 p. 651 - 663 Title/Abstract Full Text Show Details

7

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

29

Glennon, Richard A.; Raghupathi, Reva; Bartyzel, Piotr; Teitler, Milt; Leonhardt, Sigrun

Journal of Medicinal Chemistry, 1992 , vol. 35, # 4 p. 734 - 740 Title/Abstract Full Text View citing articles Show Details

11c

Cheng; Castagnoli Jr.

Journal of Medicinal Chemistry, 1984 , vol. 27, # 4 p. 513 - 520 Title/Abstract Full Text View citing articles Show Details

Bioactivity Pharmacological Data (17) 1 of 17

Comment (Pharmacological Data)

Bioactivities present

Reference

Glennon, Richard A.; Raghupathi, Reva; Bartyzel, Piotr; Teitler, Milt; Leonhardt, Sigrun

Journal of Medicinal Chemistry, 1992 , vol. 35, # 4 p. 734 - 740 Title/Abstract Full Text View citing articles Show Details

Cheng; Castagnoli Jr.

Journal of Medicinal Chemistry, 1984 , vol. 27, # 4 p. 513 - 520 Title/Abstract Full Text View citing articles Show Details

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

Clare, Brian W.

Journal of Medicinal Chemistry, 1998 , vol. 41, # 20 p. 3845 - 3856 Title/Abstract Full Text View citing articles Show Details

Monte, Aaron P.; Marona-Lewicka, Danuta; Cozzi, Nicholas V.; Nelson, David L.; Nichols, David E.

Medicinal Chemistry Research, 1995 , vol. 5, # 9 p. 651 - 663 Title/Abstract Full Text Show Details

Dowd; Herrick-Davis; Egan; DuPre; Smith; Teitler; Glennon

Journal of Medicinal Chemistry, 2000 , vol. 43, # 16 p. 3074 - 3084 Title/Abstract Full Text View citing articles Show Details

Acuna-Castillo, Claudio; Villalobos, Claudio; Moya, Pablo R; Saez, Patricio; Cassels, Bruce K; Huidobro-Toro, J Pablo

British journal of pharmacology, 2002 , vol. 136, # 4 p. 510 - 519 Title/Abstract Full Text View citing articles Show Details

Altun, Ahmet; Golcuk, Kurtulus; Kumru, Mustafa; Jalbout, Abraham F.

Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 18 p. 3861 - 3868 Title/Abstract Full Text View citing articles Show Details

Locher, Christopher P.; Ruben, Peter C.; Gut, Jiri; Rosenthal, Philip J.

Antimicrobial Agents and Chemotherapy, 2003 , vol. 47, # 12 p. 3806 - 3809 Title/Abstract Full Text View citing articles Show Details

Villalobos, Claudio A.; Bull, Paulina; Saez, Patricio; Cassels, Bruce K.; Huidobro-Toro, J. Pablo

British Journal of Pharmacology, 2004 , vol. 141, # 7 p. 1167 - 1174


Title/Abstract Full Text View citing articles Show Details

Thakur, Mamta; Thakur, Abhilash; Khadikar, Padmakar V.

Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 4 p. 825 - 831 Title/Abstract Full Text View citing articles Show Details

Theobald, Denis S.; Maurer, Hans H.

Biochemical Pharmacology, 2007 , vol. 73, # 2 p. 287 - 297 Title/Abstract Full Text View citing articles Show Details

McLean, Thomas H.; Parrish, Jason C.; Braden, Michael R.; Marona-Lewicka, Danuta; Gallardo-Godoy, Alejandra; Nichols, David E.

Journal of Medicinal Chemistry, 2006 , vol. 49, # 19 p. 5794 - 5803 Title/Abstract Full Text View citing articles Show Details

Moya, Pablo R.; Berg, Kelly A.; Gutierrez-Hernandez, Manuel A.; Saez-Briones, Patricio; Reyes-Parada, Miguel; Cassels, Bruce K.; Clarke, William P.

Journal of Pharmacology and Experimental Therapeutics, 2007 , vol. 321, # 3 p. 1054 - 1061 Title/Abstract Full Text View citing articles Show Details

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

Xu, Ya-Zhu; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella

Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7415 - 7423 Title/Abstract Full Text View citing articles Show Details

Parrish, Jason C.; Braden, Michael R.; Gundy, Emily; Nichols, David E.

Journal of Neurochemistry, 2005 , vol. 95, # 6 p. 1575 - 1584 Title/Abstract Full Text View citing articles Show Details

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

Meyer, Markus R.; Maurer, Hans H.

Current Drug Metabolism, 2010 , vol. 11, # 5 p. 468 - 482 Title/Abstract Full Text View citing articles Show Details

2 of 17

Comment (Pharmacological Data)

Bioactivities present

Reference

Glennon; Raghupathi; Bartyzel; Teitler; Leonhardt

Journal of Medicinal Chemistry, 1992 , vol. 35, # 4 p. 734 - 740 Title/Abstract Full Text Show Details

Johnson; Mathis; Shulgin; Hoffman; Nichols

Pharmacology, biochemistry, and behavior, 1990 , vol. 35, # 1 p. 211 - 217 Title/Abstract Full Text Show Details

McConnell; Bruce; Locher; Christopher P.

Patent: US5874477 , 1999 ; Title/Abstract Full Text Show Details

SATYA P. GUPTA; PRITHVI SINGH; MAHESH C. BINDAL

Chemical reviews, 1983 , vol. 83, # 6 p. 633 - 649 Title/Abstract Full Text Show Details

Herth, Matthias M.; Leth-Petersen, Sebastian; Lehel, Szabolcs; Hansen, Martin; Knudsen, Gitte M.; Gillings, Nic; Madsen, Jacob; Kristensen, Jesper L.

RSC Advances, 2014 , vol. 4, # 41 p. 21347 - 21350 Title/Abstract Full Text View citing articles Show Details

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

Zhu, Binling; Meng, Liang; Zheng, Kefang

Forensic Science International, 2014 , vol. 242, p. e44 - e47 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

Rojek, Sebastian; Bolechała, Filip; Kula, Karol; Maciów-Głąb, Martyna; Kłys, Małgorzata

Legal Medicine, 2016 , vol. 21, p. 64 - 72 Title/Abstract Full Text View citing articles Show Details

Vaiano, Fabio; Busardò, Francesco P.; Palumbo, Diego; Kyriakou, Chrystalla; Fioravanti, Alessia; Catalani, Valeria; Mari, Francesco; Bertol, Elisabetta

Journal of Pharmaceutical and Biomedical Analysis, 2016 , vol. 129, p. 441 - 449 Title/Abstract Full Text View citing articles Show Details

Glicksberg, Lindsay; Bryand, Kelsie; Kerrigan, Sarah

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 2016 , vol. 1035, p. 91 - 103 Title/Abstract Full Text Show Details

3 of 17

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


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Effect (Pharmacological Data)

agonist

Species or TestSystem (Pharmacological Data)

RD-HGA16 cells expressing human TAAR 1 receptor

Method (Pharmacological Data)

hTAAR1 activation assay; title comp. incubated with test cells in presence of Calcium 3 dye as fluorescent substrate (HAM's F-12 medium, 10percent FBS, 5percent CO2/95percent air, 37 deg C, 1 h); title comp. effect on internal calcium mobilization assessed; fluorimetry

Further Details (Pharmacological Data)

hTAAR1: human trace amine receptor 1; Emax: maximal title comp. efficacy

Type (Pharmacological Data)

EC50

Value of Type (Pharmacological Data)

7190 nmol/l

Results

title comp. exhibited Emax 22percent

Reference

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella

Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7415 - 7423 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

behavioural symptoms

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

8.4 μmol/kg

Method (Pharmacological Data)

immediately after title comp. injection rats placed in dark Plexiglas box and number of head shakes was quantified for 25 min, starting 5 min after title comp. administration

Further Details (Pharmacological Data)

control: saline; 5-HT: serotonin

Comment (Pharmacological Data)

No effect

Reference

Moya, Pablo R.; Berg, Kelly A.; Gutierrez-Hernandez, Manuel A.; Saez-Briones, Patricio; Reyes-Parada, Miguel; Cassels, Bruce K.; Clarke, William P.

Journal of Pharmacology and Experimental Therapeutics, 2007 , vol. 321, # 3 p. 1054 - 1061 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

partial agonist

Species or TestSystem (Pharmacological Data)

CHO-1C19 cells expressing human 5-HT2A receptors

Method (Pharmacological Data)

cells in serum-free medium labeled with 1 μCi/ml myo-<3H>inositol 24 h and with 0.1 μCi/ml <3H>AA 4 h at 37 deg C; then treated 10 min with title comp.; dose-response curve for total IP accumulation and AA release calculated

Further Details (Pharmacological Data)

control: vehicle; AA: arachidonic acid; IP: inositol phosphate; CHO: Chinese hamster ovary; data expressed as percent of maximal response to 5-HT; 5-HT: serotonin; PLA2 and PLC: phospholipase A2 and phospholipase C, resp.; RE: relative efficacy

Results

title comp. behaved as very weak partial agonist for both PLC-mediated IP (RE = ca. 10percent) and PLA2-mediated AA (RE = ca. 5percent) responses (figures, table)

Reference

Moya, Pablo R.; Berg, Kelly A.; Gutierrez-Hernandez, Manuel A.; Saez-Briones, Patricio; Reyes-Parada, Miguel; Cassels, Bruce K.; Clarke, William P.


Journal of Pharmacology and Experimental Therapeutics, 2007 , vol. 321, # 3 p. 1054 - 1061 Title/Abstract Full Text View citing articles Show Details

7 of 17

8 of 17

9 of 17

Effect (Pharmacological Data)

agonist

Species or TestSystem (Pharmacological Data)

CHO-1C19 cells expressing human 5-HT2C receptors

Method (Pharmacological Data)

cells in serum-free medium labeled with 1 μCi/ml myo-<3H>inositol 24 h and with 0.1 μCi/ml <3H>AA 4 h at 37 deg C; then treated 10 min with title comp.; dose-response curve for total IP accumulation and AA release calculated

Further Details (Pharmacological Data)

control: vehicle; AA: arachidonic acid; IP: inositol phosphate; CHO: Chinese hamster ovary; data expressed as percent of maximal response to 5-HT; 5-HT: serotonin; PLA2 and PLC: phospholipase A2 and phospholipase C, resp.; RE: relative efficacy

Results

title comp. preferentially stimulated PLA2-mediated AA release (RE = ca. 50percent and pEC50 = 6.80); RE for PLC-mediated IP accumulation was ca. 40percent, pEC50 = 6.52 (figures, table)

Reference

Moya, Pablo R.; Berg, Kelly A.; Gutierrez-Hernandez, Manuel A.; Saez-Briones, Patricio; Reyes-Parada, Miguel; Cassels, Bruce K.; Clarke, William P.

Journal of Pharmacology and Experimental Therapeutics, 2007 , vol. 321, # 3 p. 1054 - 1061 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

agonist

Species or TestSystem (Pharmacological Data)

NIH3T3 cells expressing rat 5-HT2A receptors

Method (Pharmacological Data)

inositol phosphates (IP3) accumulation assayed; cells labeled for 18-20 h with <3H>-myo-inositol; incubated with title comp. at 37 deg C for 30 min in 5 percent CO2 atmosphere; <3H>IP3 separated, quantified by scintillation counting

Further Details (Pharmacological Data)

IA (intrinsic activity): percent maximal stimulation relative to 10 μmol/l 5-HT

Type (Pharmacological Data)

EC50

Value of Type (Pharmacological Data)

27 nmol/l

Results

IA: 82 percent

Reference

McLean, Thomas H.; Parrish, Jason C.; Braden, Michael R.; Marona-Lewicka, Danuta; Gallardo-Godoy, Alejandra; Nichols, David E.

Journal of Medicinal Chemistry, 2006 , vol. 49, # 19 p. 5794 - 5803 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

receptor; binding activity

Species or TestSystem (Pharmacological Data)

NIH3T3 cells expressing human 5-HT2A receptors

Method (Pharmacological Data)

competition binding assay; <125I>DOI (0.20 nmol/l) used as radioligand; Tris buffer, pH 7.4; 25 deg C; 60 min incubation; scintillation counting

Type (Pharmacological Data)

Ki

Value of Type (Pharmacological Data)

0.88 nmol/l

Reference

McLean, Thomas H.; Parrish, Jason C.; Braden, Michael R.; Marona-Lewicka, Danuta; Gallardo-Godoy, Alejandra; Nichols, David E.

Journal of Medicinal Chemistry, 2006 , vol. 49, # 19 p. 5794 - 5803 Title/Abstract Full Text View citing articles Show Details


10 of 17

11 of 17

12 of 17

13 of 17

Effect (Pharmacological Data)

receptor; binding activity

Species or TestSystem (Pharmacological Data)

NIH3T3 cells expressing rat 5-HT2A receptors

Method (Pharmacological Data)

competition binding assay; <125I>DOI (0.20 nmol/l) used as radioligand; Tris buffer, pH 7.4; 25 deg C; 60 min incubation; scintillation counting

Type (Pharmacological Data)

Ki

Value of Type (Pharmacological Data)

0.66 nmol/l

Reference

McLean, Thomas H.; Parrish, Jason C.; Braden, Michael R.; Marona-Lewicka, Danuta; Gallardo-Godoy, Alejandra; Nichols, David E.

Journal of Medicinal Chemistry, 2006 , vol. 49, # 19 p. 5794 - 5803 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

receptor; binding activity

Species or TestSystem (Pharmacological Data)

rat cortex synaptosomal membrane-enriched fraction

Method (Pharmacological Data)

the ability of title comp. to bind to serotonin receptors determined by measuring cAMP induced by serotonin; samples incubated for 2 min at room temp. in the presence of isobutyl methylxanthine; incubation with iodinated tracer; gamma spectrometry

Type (Pharmacological Data)

Kd

Value of Type (Pharmacological Data)

90.0 nmol/l

Reference

Locher, Christopher P.; Ruben, Peter C.; Gut, Jiri; Rosenthal, Philip J.

Antimicrobial Agents and Chemotherapy, 2003 , vol. 47, # 12 p. 3806 - 3809 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

antimalarial

Species or TestSystem (Pharmacological Data)

Plasmodium falciparum

Method (Pharmacological Data)

parasites in the schizont stage (0.1 percent parasitemia, 1 percent hematocrit) incubated with title comp. and <3H>hypoxanthine for 72 h; <3H>hypoxanthine incorporation determined

Further Details (Pharmacological Data)

P. falciparum: Falciparum Uganda Palo Alto (FUP, mefloquine resistant) strain

Type (Pharmacological Data)

IC50

Value of Type (Pharmacological Data)

1.52 μmol/l

Results

title comp. in dose-dependent manner inhibited plasmodium growth

Reference

Locher, Christopher P.; Ruben, Peter C.; Gut, Jiri; Rosenthal, Philip J.

Antimicrobial Agents and Chemotherapy, 2003 , vol. 47, # 12 p. 3806 - 3809 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

receptor; binding activity

Species or Test-

NIH-3T3 cell membranes expressing rat 5-HT2A receptors


System (Pharmacological Data)

14 of 17

15 of 17

16 of 17

Kind of Dosing (Pharmacological Data)

as hydrochloride

Method (Pharmacological Data)

in vitro; radioligand competition binding assay; 0.5 nmol/l <3H>ketanserin used as radioligand; binding buffer, pH 7.4; 37 deg C; incubated for 30 min; liquid scintillation counting; nonspecific binding determined using 10 μmol/l ketanserin

Type (Pharmacological Data)

Ki

Value of Type (Pharmacological Data)

16 nmol/l

Reference

Dowd; Herrick-Davis; Egan; DuPre; Smith; Teitler; Glennon

Journal of Medicinal Chemistry, 2000 , vol. 43, # 16 p. 3074 - 3084 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

receptor; binding activity

Species or TestSystem (Pharmacological Data)

A-9 cell membranes expressing rat 5-HT2C receptors

Kind of Dosing (Pharmacological Data)

as hydrochloride salt

Method (Pharmacological Data)

in vitro; radioligand competition binding assay; 2.0 nmol/l <3H>mesulegrine used as radioligand; binding buffer, pH 7.4; 37 deg C; incubated for 30 min; liquid scintillation counting; nonspecific binding determined using 1 μmol/l mesulegrine

Type (Pharmacological Data)

Ki

Value of Type (Pharmacological Data)

190 nmol/l

Reference

Dowd; Herrick-Davis; Egan; DuPre; Smith; Teitler; Glennon

Journal of Medicinal Chemistry, 2000 , vol. 43, # 16 p. 3074 - 3084 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

behavioural symptoms

Species or TestSystem (Pharmacological Data)

rat

Method (Pharmacological Data)

in vivo; two-lever drug discrimination test in rats trained to discriminate LSD from saline; 4 - 6 dose levels; 8 - 12 rats tested at each dose

Type (Pharmacological Data)

ED50

Value of Type (Pharmacological Data)

1.13 μmol/kg

Results

test compd fully substituted LSD

Reference

Monte, Aaron P.; Marona-Lewicka, Danuta; Cozzi, Nicholas V.; Nelson, David L.; Nichols, David E.

Medicinal Chemistry Research, 1995 , vol. 5, # 9 p. 651 - 663 Title/Abstract Full Text 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


17 of 17

Comment (Pharmacological Data)

binding affinity at 5-HT1C and 5HT2 serotonin receptors; lack of selectivity

Reference

Glennon, Richard A.; Raghupathi, Reva; Bartyzel, Piotr; Teitler, Milt; Leonhardt, Sigrun

Journal of Medicinal Chemistry, 1992 , vol. 35, # 4 p. 734 - 740 Title/Abstract Full Text View citing articles Show Details

Ecotoxicology (7) 1 of 7

2 of 7

3 of 7

Effect (Ecotoxicology)

antagonist

Species or TestSystem (Ecotoxicology)

Xenopus laevis oocyte

Concentration (Ecotoxicology)

10 - 30 nmol/l

Kind of Dosing (Ecotoxicology)

used as hydrobromide salt; dissolved in Barth's solution

Method (Ecotoxicology)

cultured cells expressing rat 5-HT2A receptors voltage-clamped at membrane potential of -70 mV; cells superfused with title comp. preapplied for 2 min prior to challenge with increasing concentrations of 5-HT; changes in 5-HT-evoked currents recorded

Further Details (Ecotoxicology)

5-HT: 5-hydroxytryptamine

Results

title comp. antagonized 5-HT2A receptors; it concentration-dependently blocked 5-HT-evoked currents (figure)

Reference

Villalobos, Claudio A.; Bull, Paulina; Saez, Patricio; Cassels, Bruce K.; Huidobro-Toro, J. Pablo

British Journal of Pharmacology, 2004 , vol. 141, # 7 p. 1167 - 1174 Title/Abstract Full Text View citing articles Show Details

Effect (Ecotoxicology)

antagonist

Species or TestSystem (Ecotoxicology)

Xenopus laevis oocyte

Concentration (Ecotoxicology)

Ca. 1E-11 - 1E-07 mol/l

Kind of Dosing (Ecotoxicology)

used as hydrobromide salt; dissolved in Barth's solution

Method (Ecotoxicology)

cultured cells expressing rat 5-HT2A receptors voltage-clamped at membrane potential of -70 mV; cells superfused with title comp. preapplied for 2 min prior to challenge with 100 nmol/l of 5-HT; 5-HT-evoked currents recorded

Further Details (Ecotoxicology)

5-HT: 5-hydroxytryptamine

Type (Ecotoxicology)

pIC50

Value of Type (Ecotoxicology)

8.28 dimensionless

Results

title comp. behaved as 5-HT2A receptor antagonist; it reversibly and concentration-dependently blocked 5-HT-evoked currents (figure, table)

Reference

Villalobos, Claudio A.; Bull, Paulina; Saez, Patricio; Cassels, Bruce K.; Huidobro-Toro, J. Pablo

British Journal of Pharmacology, 2004 , vol. 141, # 7 p. 1167 - 1174 Title/Abstract Full Text View citing articles Show Details

Effect (Ecotoxicology)

antagonist

Species or TestSystem (Ecotoxicology)

Xenopus laevis oocyte

Concentration (Ecotoxicology)

10 nmol/l

Kind of Dosing (Ecotoxicology)

used as hydrobromide salt; dissolved in Barth's solution

Method (Ecotoxicology)

cultured cells expressing rat 5-HT2A receptors voltage-clamped at membrane potential of -70 mV; cells superfused with title comp. preapplied for 1 - 3 min prior to challenge with 100 nmol/l of 5-HT; changes in 5-HT-evoked currents recorded

Further Details (Ecotoxicology)

5-HT: 5-hydroxytryptamine

Results

title comp. antagonized 5-HT2A receptors; it time-dependently blocked 5-HT-evoked currents (figure)


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5 of 7

6 of 7

7 of 7

Reference

Villalobos, Claudio A.; Bull, Paulina; Saez, Patricio; Cassels, Bruce K.; Huidobro-Toro, J. Pablo

British Journal of Pharmacology, 2004 , vol. 141, # 7 p. 1167 - 1174 Title/Abstract Full Text View citing articles Show Details

Effect (Ecotoxicology)

membrane currents; inhibition of

Species or TestSystem (Ecotoxicology)

Xenopus laevis oocyte

Concentration (Ecotoxicology)

10 nmol/l

Kind of Dosing (Ecotoxicology)

used as hydrobromide salt; dissolved in Barth's solution

Method (Ecotoxicology)

cultured cells expressing rat 5-HT2A receptors voltage-clamped at membrane potential of -70 mV; cells superfused with title comp. preapplied for 2 min prior to challenge with increasing concentrations of 5-HT; changes in 5-HT-evoked currents recorded

Further Details (Ecotoxicology)

5-HT: 5-hydroxytryptamine

Results

title comp. antagonized 5-HT2A receptors; it blocked 5-HT-evoked currents (figure)

Reference

Villalobos, Claudio A.; Bull, Paulina; Saez, Patricio; Cassels, Bruce K.; Huidobro-Toro, J. Pablo

British Journal of Pharmacology, 2004 , vol. 141, # 7 p. 1167 - 1174 Title/Abstract Full Text View citing articles Show Details

Effect (Ecotoxicology)

membrane currents; inhibition of

Species or TestSystem (Ecotoxicology)

Xenopus laevis oocyte

Concentration (Ecotoxicology)

10 nmol/l

Kind of Dosing (Ecotoxicology)

used as hydrobromide salt; dissolved in Barth's solution

Method (Ecotoxicology)

cultured cells expressing rat 5-HT2C receptors voltage-clamped at membrane potential of -70 mV; cells superfused with title comp. preapplied for 2 min prior to challenge with increasing concentrations of 5-HT; changes in 5-HT-evoked currents recorded

Further Details (Ecotoxicology)

5-HT: 5-hydroxytryptamine

Comment (Ecotoxicology)

No effect

Reference

Villalobos, Claudio A.; Bull, Paulina; Saez, Patricio; Cassels, Bruce K.; Huidobro-Toro, J. Pablo

British Journal of Pharmacology, 2004 , vol. 141, # 7 p. 1167 - 1174 Title/Abstract Full Text View citing articles Show Details

Effect (Ecotoxicology)

membrane current; induction of

Species or TestSystem (Ecotoxicology)

Xenopus laevis oocyte

Kind of Dosing (Ecotoxicology)

used as hydrobromide; 6 - 7 concentrations were applied

Method (Ecotoxicology)

oocytes expressing rat 5-HT2A receptors; two-electrode voltage clamp at -70 mV; standard medium at 15 deg C; addition of increasing concentrations of title comp. for 10 s; stimulation of membrane currents was determined

Further Details (Ecotoxicology)

5-HT: serotonin

Type (Ecotoxicology)

EC50

Value of Type (Ecotoxicology)

689 nmol/l

Results

title comp. concentration-dependently induced membrane current (table)

Reference

Acuna-Castillo, Claudio; Villalobos, Claudio; Moya, Pablo R; Saez, Patricio; Cassels, Bruce K; Huidobro-Toro, J Pablo

British journal of pharmacology, 2002 , vol. 136, # 4 p. 510 - 519 Title/Abstract Full Text View citing articles Show Details

Effect (Ecotoxicology)

membrane current; induction of

Species or Test-

Xenopus laevis oocyte


System (Ecotoxicology) Kind of Dosing (Ecotoxicology)

used as hydrobromide; 6 - 7 concentrations were applied

Method (Ecotoxicology)

oocytes expressing rat 5-HT2C receptors; two-electrode voltage clamp at -70 mV; standard medium at 15 deg C; addition of increasing concentrations of title comp. for 10 s; stimulation of membrane currents was determined

Further Details (Ecotoxicology)

5-HT: serotonin; Imax: maximal current relative to that evoked by 5-HT

Type (Ecotoxicology)

EC50

Value of Type (Ecotoxicology)

493 nmol/l

Results

title comp. concentration-dependently induced membrane current with Imax = 50 percent (table)

Reference

Acuna-Castillo, Claudio; Villalobos, Claudio; Moya, Pablo R; Saez, Patricio; Cassels, Bruce K; Huidobro-Toro, J Pablo

British journal of pharmacology, 2002 , vol. 136, # 4 p. 510 - 519 Title/Abstract Full Text View citing articles Show Details

Chemical Name: 4-bromo-2,5-dimethoxy-β-phenethylamine hydrochloride

2

Reaxys Registry Number: 10713423

Type of Substance: isocyclic Molecular Formula: C10H14BrNO2*ClH Linear Structure Formula: C10H14BrNO2*HCl Molecular Weight: 296.592 InChI Key: UJTWHDAMHSIRDK-UHFFFAOYSA-N

0 prep out of 43 reactions.

Identification Physical Data (2) Spectra (2) Bioactivity (5)

Synthesize | Hide Details Find similar Chemical Names and Synonyms 4-bromo-2,5-dimethoxy-β-phenethylamine hydrochloride, 2-(4-bromo-2,5-dimethoxyphenyl)ethanamine hydrochloride, 2,5-dimethoxy-4bromophenylethylamine hydrochloride, 4-bromo-2,5-dimethoxyphenethylamine hydrochloride Identification Substance Label (4) Label

Reference

2C-B HCl

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

2C-B; BDMPEA

Rohanova, Miroslava; Palenicek, Tomas; Balikova, Marie

Toxicology Letters, 2008 , vol. 178, # 1 p. 29 - 36 Title/Abstract Full Text View citing articles Show Details

2C-B

Theobald, Denis S.; Maurer, Hans H.

Biochemical Pharmacology, 2007 , vol. 73, # 2 p. 287 - 297 Title/Abstract Full Text View citing articles Show Details

2CB

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

Physical Data Melting Point (1) Melting Point

Reference

237 - 239 °C

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

5


Crystal Property Description (1) Colour & Other Properties

Reference

light-brown - yellow

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 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

dimethylsulfoxide-d6

300 MHz

Reference Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

IR Spectroscopy (1) Description (IR Spectroscopy)

Solvent (IR Spectroscopy)

Reference

Bands

KBr

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 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

Theobald, Denis S.; Maurer, Hans H.

Biochemical Pharmacology, 2007 , vol. 73, # 2 p. 287 - 297 Title/Abstract Full Text View citing articles Show Details

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

Rohanova, Miroslava; Palenicek, Tomas; Balikova, Marie

Toxicology Letters, 2008 , vol. 178, # 1 p. 29 - 36 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

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

Effect (Pharmacological Data)

pharmacokinetics

Species or TestSystem (Pharmacological Data)

Wistar rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

50 mg/kg

Kind of Dosing (Pharmacological Data)

title comp. dissolved in physiological saline


3 of 5

4 of 5

Method (Pharmacological Data)

blood, lung, liver, and brain assessed for title comp. and metabolites conc. for up to 360 min postdosing using GC-MS

Further Details (Pharmacological Data)

GC-MS: gas chromatography mass spectrometry; metabolites of title comp. analyzed: 2M5H-BPEA (4-bromo-2-methoxy-5hydroxyphenethylamine), and 2H5M-BPEA (4-bromo-2-hydroxy-5-methoxyphenethylamine)

Results

title comp. peaked in serum 30 min and in other tissues 1 h postdosing, moreover conc. in organs, especially lung and brain was much higher than in blood (table); 2H5M-BPEA reached high conc. only in tissues (liver, lung - 1 h, brain - 2 h postdosing)

Metabolite (Pharmacological Data)

4-bromo-2-hydroxy-5-methoxyphenethylamine [Reaxys RN: 15852011]

Reference

Rohanova, Miroslava; Palenicek, Tomas; Balikova, Marie

Toxicology Letters, 2008 , vol. 178, # 1 p. 29 - 36 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

transport; inhibition of

Species or TestSystem (Pharmacological Data)

rat phaeochromocytoma PC12 cells

Concentration (Pharmacological Data)

1E-08 - 0.0005 mol/l

Method (Pharmacological Data)

cells expressed NET, at 80percent confluency; incubation with 10 μmol/l <3H>noradrenaline and title comp. in HEPES buffer for 5 min at 37 deg C; radioactivity incorporated in cells was determined by liquid scintillation spectroscopy

Further Details (Pharmacological Data)

nonspecific <3H>noradrenaline uptake was determined in presence of nisoxetine; reference comp.: 3,4-methylenedioxymethamphetamine (inhibition conc. 50 = 6.6 μmol/l); NET: noradrenaline transporter

Type (Pharmacological Data)

IC50

Value of Type (Pharmacological Data)

312.9 μmol/l

Results

title comp. inhibited NET-mediated <3H>noradrenaline uptake in competitive manner; fig.

Reference

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

transport; inhibition of

Species or TestSystem (Pharmacological Data)

rat phaeochromocytoma PC12 cells

Concentration (Pharmacological Data)

1E-08 - 0.0005 mol/l

Method (Pharmacological Data)

cells expressed NET, at 80percent confluency; incubation with 10 μmol/l <3H>noradrenaline and title comp. in HEPES buffer for 5 min at 37 deg C; radioactivity incorporated in cells was determined by liquid scintillation spectroscopy

Further Details (Pharmacological Data)

nonspecific <3H>noradrenaline uptake was determined in presence of nisoxetine; reference comp.: 3,4-methylenedioxymethamphetamine (Ki = 0.6 μmol/l); NET: noradrenaline transporter

Type (Pharmacological Data)

Ki

Value of Type (Pharmacological Data)

27.4 μmol/l

Results

title comp. inhibited NET-mediated <3H>noradrenaline uptake in competitive manner; fig.

Reference

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details


5 of 5

Effect (Pharmacological Data) Species or TestSystem (Pharmacological Data)

transport; inhibition of

T-REx SERT HEK293 cells

Concentration (Pharmacological Data)

1E-08 - 0.0005 mol/l

Method (Pharmacological Data)

cells at 80percent confluency; incubation with 10 μmol/l <3H>5-hydroxytryptamine and title comp. for 6 min at 37 deg C; radioactivity incorporated in cells was determined by liquid scintillation spectroscopy

Further Details (Pharmacological Data)

nonspecific <3H>5-hydroxytryptamine uptake was determined in presence of paroxetine; reference comp.: 3,4methylenedioxymethamphetamine (inhibition conc. 50 = 34.8 μmol/l); SERT: 5-hydroxytryptamine transporter

Type (Pharmacological Data)

IC50

Value of Type (Pharmacological Data)

67.1 μmol/l

Results

title comp. inhibited SERT-mediated <3H>5-hydroxytryptamine uptake in non-competitive manner; fig.

Reference

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

Chemical Name: Nexus hydrobromide Reaxys Registry Number: 7055162

Type of Substance: isocyclic Molecular Formula: BrH*C10H14BrNO2

Linear Structure Formula: C10H14BrNO2*HBr Molecular Weight: 341.043 InChI Key: WGWOFNYIBCKZMV-UHFFFAOYSA-N

1 prep out of 1 reactions.

3

Synthesize | Hide Details Find similar Chemical Names and Synonyms Nexus hydrobromide, 2-(4-bromo-2,5-dimethoxyphenyl)-1-aminoethane hydrobromide, 2,5-dimethoxy-4-bromophenylethylamine hydrobromide Identification Substance Label (1) Label

Reference

7*HBr

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

4-bromo-2,5-dimethoxy-β-phenethylamine hydrochloride

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

Physical Data Melting Point (1)

Identification Physical Data (1) Bioactivity (1)

3


Melting Point

Reference

198 - 201 °C

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 (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

Montgomery; Buon; Eibauer; Guiry; Keenan; McBean

British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details

Lobos; Borges; Gonzalez; Cassels

General Pharmacology, 1992 , vol. 23, # 6 p. 1139 - 1142 Title/Abstract Full Text Show Details

Chemical Name: 2-(4-bromo-2,5-di([2H3]methoxy)phenyl)ethylamine

1 prep out of 1 reactions.

Identification Spectra (5)

1

Reaxys Registry Number: 11306108

Molecular Formula: C10H14BrNO2

Linear Structure Formula: C10H8(2)H6BrNO2

4

Molecular Weight: 266.083 InChI Key: YMHOBZXQZVXHBM-WFGJKAKNSA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-(4-bromo-2,5-di([2H3]methoxy)phenyl)ethylamine Identification Substance Label (1) Label

Reference

6; <2H&6%>-2C-B

Xu, Ya-Zhu; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

Spectra NMR Spectroscopy (3) Description (NMR Spectroscopy)

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

Frequency (NMR Spectroscopy)

Chemical shifts

1H

CDCl3

300 MHz

Xu, Ya-Zhu; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

1H

1H

CDCl3

300 MHz

Xu, Ya-Zhu; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

Chemical shifts

13C

CDCl3

75.5 MHz

Xu, Ya-Zhu; Chen, Chinpiao

Reference


Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

IR Spectroscopy (1) Description (IR Spectroscopy)

Solvent (IR Spectroscopy)

Reference

Bands

film

Xu, Ya-Zhu; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

Mass Spectrometry (1) Description (Mass Spectrometry)

Reference

spectrum electron impact (EI)

Xu, Ya-Zhu; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details

Chemical Name: Nexus tartrate

no reactions.

Bioactivity (1)

1

8 prep out of 8 reactions.

Identification Physical Data (1) Spectra (3)

1

Reaxys Registry Number: 24419958

Molecular Formula: C4H6O6*C10H14BrNO2

Linear Structure Formula: C4H6O6*C10H14BrNO2

Molecular Weight: 410.219 5

Synthesize | Hide Details Find similar Chemical Names and Synonyms Nexus tartrate Bioactivity Pharmacological Data (1) 1 of 1

Comment (Pharmacological Data)

Bioactivities present

Reference

Theobald, Denis S.; Maurer, Hans H.

Biochemical Pharmacology, 2007 , vol. 73, # 2 p. 287 - 297 Title/Abstract Full Text View citing articles Show Details

Chemical Name: 4-bromo-2,5-dimethoxy-[13C6]-phenethylamine hydrochloride Reaxys Registry Number: 26969026

Molecular Formula: C10H14BrNO2*ClH Linear Structure Formula: C4(13)C6H14BrNO2*ClH

6

Molecular Weight: 302.526 InChI Key: UJTWHDAMHSIRDK-QJPVZZEOSA-N

Synthesize | Hide Details Find similar


Chemical Names and Synonyms 4-bromo-2,5-dimethoxy-[13C6]-phenethylamine hydrochloride Identification Substance Label (1) Label

Reference

5a

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge

Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details

Physical Data Melting Point (1) Melting Point

Comment (Melting Point)

Reference

224 - 225 °C

with decomposition

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge

Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details

Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

Frequency (NMR Spectroscopy)

Chemical shifts

1H

1H

dimethylsulfoxide-d6

400 MHz

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge

Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details

Chemical shifts

13C

dimethylsulfoxide-d6

100 MHz

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge

Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details

Reference

Mass Spectrometry (1) Description (Mass Spectrometry)

Reference

high resolution mass spectrometry (HRMS) spectrum

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge

Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details


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