Query Query
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Date
10 substances in Reaxys
2016-05-23 23h:03m:53s (EST)
O
1. Query NH 2
Search as: As drawn
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Reaxys ID 3127120 View in Reaxys
1/10 CAS Registry Number: 82894-45-9 Chemical Name: 2-amino-1-methoxy-1-phenylpropane; 2-amino-1-phenyl-1-methoxypropane; 2-methoxy-1-methyl-2-phenylethylamine; 2-Methoxy-1-methyl-2-phenyl-aethylamin; 2-Amino-1-methoxy-1-phenyl-propan Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 Type of Substance: isocyclic InChI Key: XNYRQJJPTRMQBG-UHFFFAOYSA-N Note:
O NH 2
Substance Label (2) Label References 42
Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys
26
Ardabilchi, Nasser; Fitton, Alan O.; Hadi, A. Hamid b. A.; Thompson, J. Robin; Journal of Chemical Research, Miniprint; nb. 6; (1982); p. 1710 - 1725, View in Reaxys
Derivative (2) Derivative
References
2-methoxy-1methyl-2-phenylethylamine; hydrochloride
Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys
2-benzamido-1methoxy-1-phenylpropane
Ardabilchi, Nasser; Fitton, Alan O.; Hadi, A. Hamid b. A.; Thompson, J. Robin; Journal of Chemical Research, Miniprint; nb. 6; (1982); p. 1710 - 1725, View in Reaxys
Boiling Point (4) Boiling Point [°C]
Pressure (Boiling Point) [Torr]
References
165 - 170
0.5
Ardabilchi, Nasser; Fitton, Alan O.; Hadi, A. Hamid b. A.; Thompson, J. Robin; Journal of Chemical Research, Miniprint; nb. 6; (1982); p. 1710 - 1725, View in Reaxys
93 - 95
6
Tachikawa; Tetrahedron; vol. 7; (1959); p. 118,122, View in Reaxys
112 - 114
15
Lewi; Farmacija Sofia; vol. 8; nb. 1; (1958); p. 31,33; Chem.Abstr.; (1960); p. 10934, View in Reaxys
110 - 112
15
Patent; Merck,E.; DE556709; (1930); Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 19; p. 1114, View in Reaxys
Reaxys ID 7701109 View in Reaxys
2/10 CAS Registry Number: 120200-64-8 Chemical Name: (1R,2S)-O-methylnorephedrine Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 Type of Substance: isocyclic InChI Key: XNYRQJJPTRMQBG-WPRPVWTQSA-N Note:
O NH 2
Substance Label (2) Label References (1R,2S)-XXVII
Garca-Rubia, Alfonso; Laga, Eduardo; Cativiela, Carlos; Urriolabeitia, Esteban P.; Gmez-Arrays, Ramn; Carretero, Juan C.; Journal of Organic Chemistry; vol. 80; nb. 6; (2015); p. 3321 - 3331, View in Reaxys
1a
Bertz, Steven H.; Ogle, Craig A.; Rastogi, Abhinav; Journal of the American Chemical Society; vol. 127; nb. 5; (2005); p. 1372 - 1373, View in Reaxys
Boiling Point (1)
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Boiling Point [°C]
Pressure (Boiling Point) [Torr]
References
115
20
Bertz, Steven H.; Ogle, Craig A.; Rastogi, Abhinav; Journal of the American Chemical Society; vol. 127; nb. 5; (2005); p. 1372 - 1373, View in Reaxys
Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
0.0543 g/100ml
Solvent (Optical Rotatory Power)
ethanol
Optical Rotatory Power [deg]
-88.37
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
20
Bertz, Steven H.; Ogle, Craig A.; Rastogi, Abhinav; Journal of the American Chemical Society; vol. 127; nb. 5; (2005); p. 1372 - 1373, View in Reaxys NMR Spectroscopy (3) 1 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- benzene-d6 scopy) Bertz, Steven H.; Ogle, Craig A.; Rastogi, Abhinav; Journal of the American Chemical Society; vol. 127; nb. 5; (2005); p. 1372 - 1373, View in Reaxys 2 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- benzene-d6 scopy) Bertz, Steven H.; Ogle, Craig A.; Rastogi, Abhinav; Journal of the American Chemical Society; vol. 127; nb. 5; (2005); p. 1372 - 1373, View in Reaxys 3 of 3
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- benzene-d6 scopy) Bertz, Steven H.; Ogle, Craig A.; Rastogi, Abhinav; Journal of the American Chemical Society; vol. 127; nb. 5; (2005); p. 1372 - 1373, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Bertz, Steven H.; Ogle, Craig A.; Rastogi, Abhinav; Journal of the American Chemical Society; vol. 127; nb. 5; (2005); p. 1372 - 1373, View in Reaxys
Reaxys ID 8541878 View in Reaxys
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3/10
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Chemical Name: 1-methoxy-1-phenylpropan-2-amine Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 Type of Substance: isocyclic InChI Key: XNYRQJJPTRMQBG-PSASIEDQSA-N Note:
O NH 2
racemate
Substance Label (2) Label References 31a
Legnani, Luca; Morandi, Bill; Angewandte Chemie - International Edition; vol. 55; nb. 6; (2016); p. 2248 2251; Angew. Chem.; vol. 128; nb. 6; (2016); p. 2288 - 2292,5, View in Reaxys
14
Jat, Jawahar L.; Paudyal, Mahesh P.; Gao, Hongyin; Xu, Qing-Long; Yousufuddin, Muhammed; Devarajan, Deepa; Ess, Daniel H.; Kurti, Laszlo; Falck, John R.; Science; vol. 343; nb. 6166; (2014); p. 61 - 65, View in Reaxys
Reaxys ID 3703741 View in Reaxys
4/10 CAS Registry Number: 91251-68-2 Chemical Name: 2-methoxy-1-methyl-2-phenyl-ethylamine; hydrochloride; 2-Methoxy-1-methyl-2-phenyl-aethylamin; Hydrochlorid Linear Structure Formula: C10H15NO*ClH Molecular Formula: C10H15NO*ClH Molecular Weight: 201.696 Type of Substance: isocyclic InChI Key: IWKZWOQTSWQURO-UHFFFAOYSA-N Note:
O NH 2
Cl
H
Substance Label (1) Label References 42, hydrochloride
Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys
Melting Point (1) 1 of 1
Melting Point [°C]
186 - 188
Solvent (Melting Point)
ethanol; acetone
Tachikawa; Tetrahedron; vol. 7; (1959); p. 118,122, View in Reaxys NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys 2 of 2
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys Pharmacological Data (3) 1 of 3
Comment (Pharmacological Data)
Bioactivities present
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Tachikawa; Tetrahedron; vol. 7; (1959); p. 118,122, View in Reaxys; Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys 2 of 3
Effect (Pharmacological Data)
enzyme; inhib. of
Species or Test-System (Pharmacological Data)
rat brain mitochondrial suspension
Method (Pharmacological Data)
activity of monoamine oxidase A in absence or presence of different conc. of title comp. assessed by HPLC in triplicate; serotonin and 5-hydroxyindoleactic acid used as standards
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys 3 of 3
Effect (Pharmacological Data)
enzyme; inhib. of
Species or Test-System (Pharmacological Data)
rat brain mitochondrial suspension
Method (Pharmacological Data)
activity of monoamine oxidase B in absence or presence of different conc. of title comp. assessed by HPLC in triplicate; 4-dimethylaminophenethylamine and 4-dimethylaminophenylacetic acid employed for enzyme inhibition evaluation
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Osorio-Olivares, Mauricio; Rezende, Marcos Caroli; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Fierro, Angelica; Bioorganic and Medicinal Chemistry; vol. 12; nb. 15; (2004); p. 4055 - 4066, View in Reaxys
Reaxys ID 4972489 View in Reaxys
5/10 CAS Registry Number: 99493-59-1 Chemical Name: (1S,2R)-2-amono-1-methoxy-1-phenylpropane Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 Type of Substance: isocyclic InChI Key: XNYRQJJPTRMQBG-PSASIEDQSA-N Note:
O NH 2
Substance Label (1) Label References 7
Pyne, Stephen G.; Journal of Organic Chemistry; vol. 51; nb. 1; (1986); p. 81 - 87, View in Reaxys
Boiling Point (1) Boiling Point [°C] 69 - 71
Pressure (Boiling Point) [Torr]
References
2
Pyne, Stephen G.; Journal of Organic Chemistry; vol. 51; nb. 1; (1986); p. 81 - 87, View in Reaxys
NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
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Solvents (NMR Spectro- CDCl3 scopy) Pyne, Stephen G.; Journal of Organic Chemistry; vol. 51; nb. 1; (1986); p. 81 - 87, View in Reaxys 2 of 2
Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- CDCl3 scopy) Comment (NMR Spectroscopy)
1H-1H
Pyne, Stephen G.; Journal of Organic Chemistry; vol. 51; nb. 1; (1986); p. 81 - 87, View in Reaxys
Reaxys ID 6192151 View in Reaxys
6/10 Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 Type of Substance: isocyclic InChI Key: XNYRQJJPTRMQBG-PEHGTWAWSA-N Note:
O NH 2
Substance Label (1) Label References auxiliary c
Denmark, Scott E.; Ares, Jeffrey J.; Journal of the American Chemical Society; vol. 110; nb. 13; (1988); p. 4432 - 4434, View in Reaxys
Reaxys ID 10245533 View in Reaxys
7/10 Chemical Name: (1R,2S)-(-)-2-amino-1-methoxy-1-phenylpropane Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 Type of Substance: isocyclic InChI Key: XNYRQJJPTRMQBG-WCBMZHEXSA-N Note:
O NH 2
Substance Label (1) Label References 7
Tsogoeva, Svetlana B.; Hateley, Martin J.; Yalalov, Denis A.; Meindl, Kathrin; Weckbecker, Christoph; Huthmacher, Klaus; Bioorganic and Medicinal Chemistry; vol. 13; nb. 19; (2005); p. 5680 - 5685, View in Reaxys
Reaxys ID 18909701 View in Reaxys
8/10 CAS Registry Number: 1078710-08-3 Chemical Name: norpseudoephedrine methyl ether Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 InChI Key: XNYRQJJPTRMQBG-SCZZXKLOSA-N Note:
O NH 2
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Reaxys ID 28378349 View in Reaxys
9/10 Chemical Name: erythro-1-methoxy-1-phenylpropan-2-amine Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 InChI Key: XNYRQJJPTRMQBG-UHFFFAOYSA-N Note:
O erythro erythro NH 2
Substance Label (1) Label References 14
Patent; ESS, Daniel, Halsell; FALCK, John, Russell; JAT, Jawahar, Lal; URTI, Laszlo; WO2015/103505; (2015); (A2) English, View in Reaxys
Chromatographic Data (1) Chromatographic Original string data
Location
References
TLC (Thin layer chromatography)
Page/Page column 65
Patent; ESS, Daniel, Halsell; FALCK, John, Russell; JAT, Jawahar, Lal; URTI, Laszlo; WO2015/103505; (2015); (A2) English, View in Reaxys
TLC: R&f%~ 0.2 (10percent MeOH/DCM);
Crystal Property Description (1) Colour & Other Location Properties yellow
Page/Page column 65
References Patent; ESS, Daniel, Halsell; FALCK, John, Russell; JAT, Jawahar, Lal; URTI, Laszlo; WO2015/103505; (2015); (A2) English, View in Reaxys
NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Original Text (NMR Spectroscopy)
'H NMR (400 MHz, CDC13): δ 7.45-7.08 (m, 5H), 3.93 (d, J= 5.5 Hz, 1H), 3.24 (s, 3H), 3.14 (app qn, J= 6.0 Hz, 1H), 1.32 (br 2H), 1.05 (d, J= 6.5 Hz, 3H);
Location
Page/Page column 65
Patent; ESS, Daniel, Halsell; FALCK, John, Russell; JAT, Jawahar, Lal; URTI, Laszlo; WO2015/103505; (2015); (A2) English, View in Reaxys 2 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
101
Original Text (NMR Spectroscopy)
13C
NMR (101 MHz, CDC13): δ 138.89, 128.22, 127.73, 127.60, 88.92, 57.01, 51.67, 19.19;
Location
Page/Page column 65
Patent; ESS, Daniel, Halsell; FALCK, John, Russell; JAT, Jawahar, Lal; URTI, Laszlo; WO2015/103505; (2015); (A2) English, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry) high resolution mass spectrometry (HRMS); elec-
Page/Page column 65
References Patent; ESS, Daniel, Halsell; FALCK, John, Russell; JAT, Jawahar, Lal; URTI, Laszlo; WO2015/103505; (2015); (A2) English, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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trospray ionisation (ESI); spectrum
Reaxys ID 29241068 View in Reaxys
10/10 Chemical Name: 1-methoxy-1-phenylpropan-2-amine Linear Structure Formula: C10H15NO Molecular Formula: C10H15NO Molecular Weight: 165.235 InChI Key: XNYRQJJPTRMQBG-WCBMZHEXSA-N Note:
NH 2
O racemate
Substance Label (1) Label References 30a
Legnani, Luca; Morandi, Bill; Angewandte Chemie - International Edition; vol. 55; nb. 6; (2016); p. 2248 2251; Angew. Chem.; vol. 128; nb. 6; (2016); p. 2288 - 2292,5, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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