Reaxys
PubChem
eMolecules
Reactions (40)
Substances (10)
Citations (20)
Structure
Structure/Compound Data Chemical Name: N-hydroxy-1-phenyl-2-propylamine Reaxys Registry Number: 2208236
CAS Registry Number: 63-90-1 Type of Substance: isocyclic Molecular Formula: C9H13NO Linear Structure Formula: C9H13NO Molecular Weight: 151.208
InChI Key: LPZRPPBVFGJUOJ-UHFFFAOYSA-N
1
N° of preparations All Preps | All Reactions 7 prep out of 29 reactions.
Synthesize | Hide Details Find similar Chemical Names and Synonyms N-hydroxy-1-phenyl-2-propylamine, amphetamine hydroxylamine, N-hydroxyamphetamine, N-(1-methyl-2-phenyl-ethyl)-hydroxylamine, N-(1Methyl-2-phenyl-aethyl)-hydroxylamin, DL-2-Hydroxylamino-1-phenyl-propan, 2-Hydroxylamino-1-phenylpropan Identification Substance Label (6) Label
Reference
3; AMPH NHOH
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
neutrales Oxalat, 1d
Coutts; Jones; Liu
Biomedical Mass Spectrometry, 1978 , vol. 5, # 6 p. 418 - 422 Title/Abstract Full Text View citing articles Show Details
Available Data
N° of ref.
Identification Physical Data (7) Spectra (8) Bioactivity (13)
17
1d
Coutts; Jones; Liu
Biomedical Mass Spectrometry, 1978 , vol. 5, # 6 p. 418 - 422 Title/Abstract Full Text View citing articles Show Details
(+-)
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
4
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
1
Benington,F. et al.
Journal of Medicinal Chemistry, 1965 , vol. 8, p. 100 - 104 Full Text View citing articles Show Details
Related Structure (1) Reference Lindeke et al.
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1976 , vol. 30, p. 789 Full Text Show Details
Derivative (1) Derivative
Reference
N-(1-methyl-2-phenyl-ethyl)-hydroxylamine; oxalate
Mourad, M. Soubei; Varma, Rajender S.; Kabalka, George W.
Journal of Organic Chemistry, 1985 , vol. 50, # 1 p. 133 - 135 Title/Abstract Full Text View citing articles Show Details
Physical Data Melting Point (6) Melting Point
Solvent (Melting Point)
Reference
57 °C
Hanquet, Gilles; Lusinchi, Xavier
Tetrahedron, 1994 , vol. 50, # 42 p. 12185 - 12200 Title/Abstract Full Text View citing articles Show Details
59 - 60 °C
Kabalka, George W.; Laila Guindi; Varma, Rajender S.
Tetrahedron, 1990 , vol. 46, # 21 p. 7443 - 7457 Title/Abstract Full Text View citing articles Show Details
174 - 175 °C
Gal et al.
Acta Pharmaceutica Suecica, 1977 , vol. 14, p. 335,340 Full Text Show Details
60.5 - 62 °C
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
53 - 55 °C
Lindeke et al.
Acta Pharmaceutica Suecica, 1973 , vol. 10, p. 493,500 Full Text Show Details
63 - 64 °C
petroleum ether
Gilsdorf; Nord
Journal of the American Chemical Society, 1952 , vol. 74, p. 1837,1841 Full Text View citing articles Show Details
Dissociation Exponent (1) Comment (Dissociation Exponent)
Reference
(pk')pK
Lindeke et al.
Acta Pharmaceutica Suecica, 1975 , vol. 12, p. 183,192, 193 Full Text View citing articles Show Details
Spectra NMR Spectroscopy (4)
Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Chemical shifts
1H
1H
Chemical shifts
13C
Chemical shifts
1H
Coupling Nuclei
1H
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
CDCl3
300 MHz
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
CDCl3
300 MHz
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Reference
Hanquet, Gilles; Lusinchi, Xavier
Tetrahedron, 1994 , vol. 50, # 42 p. 12185 - 12200 Title/Abstract Full Text View citing articles Show Details
CDCl3
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
IR Spectroscopy (2) Description (IR Spectroscopy)
Solvent (IR Spectroscopy)
Comment (IR Spectroscopy)
Reference
Bands
CH2Cl2
3580 - 3270 cm**(-1)
Hanquet, Gilles; Lusinchi, Xavier
Tetrahedron, 1994 , vol. 50, # 42 p. 12185 - 12200 Title/Abstract Full Text View citing articles Show Details
Spectrum
nujol
5000 - 649 cm**(-1)
Gilsdorf; Nord
Journal of the American Chemical Society, 1952 , vol. 74, p. 1837,1841 Full Text View citing articles Show Details
Mass Spectrometry (2) Description (Mass Spectrometry)
Reference
fast atom bombardment (FAB) spectrum
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
spectrum
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Coutts; Jones; Liu
Biomedical Mass Spectrometry, 1978 , vol. 5, # 6 p. 418 - 422 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (13) 1 of 13
Comment (Pharmacological Data)
Bioactivities present
Reference
Benington,F. et al.
Journal of Medicinal Chemistry, 1965 , vol. 8, p. 100 - 104 Full Text View citing articles Show Details
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Coutts; Jones; Liu
Biomedical Mass Spectrometry, 1978 , vol. 5, # 6 p. 418 - 422 Title/Abstract Full Text View citing articles Show Details
Gilsdorf; Nord
Journal of the American Chemical Society, 1952 , vol. 74, p. 1837,1841 Full Text View citing articles Show Details
Gal et al.
Acta Pharmaceutica Suecica, 1977 , vol. 14, p. 335,340 Full Text Show Details
Lindeke et al.
Acta Pharmaceutica Suecica, 1975 , vol. 12, p. 183,192, 193 Full Text View citing articles Show Details
Lindeke et al.
Acta Pharmaceutica Suecica, 1973 , vol. 10, p. 493,500 Full Text Show Details
Lindeke et al.
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1976 , vol. 30, p. 789 Full Text Show Details
Kabalka, George W.; Laila Guindi; Varma, Rajender S.
Tetrahedron, 1990 , vol. 46, # 21 p. 7443 - 7457 Title/Abstract Full Text View citing articles Show Details
Mourad, M. Soubei; Varma, Rajender S.; Kabalka, George W.
Journal of Organic Chemistry, 1985 , vol. 50, # 1 p. 133 - 135 Title/Abstract Full Text View citing articles Show Details
Hanquet, Gilles; Lusinchi, Xavier
Tetrahedron, 1994 , vol. 50, # 42 p. 12185 - 12200 Title/Abstract Full Text View citing articles Show Details
Katritzky, Alan R.; Cui, Xilin; Long, Qiuhe; Yang, Baozhen; Wilcox, Allan L.; Zhang, Yong-Kang
Organic Preparations and Procedures International, 2000 , vol. 32, # 2 p. 175 - 183 Title/Abstract Full Text View citing articles Show Details
Clement; Behrens; Moller; Cashman
Chemical Research in Toxicology, 2000 , vol. 13, # 10 p. 1037 - 1045 Title/Abstract Full Text View citing articles Show Details
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Amutha, Chinnadurai; Muthusubramanian, Shanmugam
Synthetic Communications, 2008 , vol. 38, # 3 p. 328 - 337 Title/Abstract Full Text View citing articles Show Details
Benington; Morin
Journal of medicinal chemistry, 1968 , vol. 11, # 4 p. 896 - 897 Title/Abstract Full Text Show Details
BENINGTON; MORIN; CLARK Jr.
Journal of medicinal chemistry, 1965 , vol. 8, p. 100 - 104 Title/Abstract Full Text Show Details
2 of 13
3 of 13
Effect (Pharmacological Data)
transport; inhibition of
Species or TestSystem (Pharmacological Data)
HEK cells expressing human norepinephrine transporter
Method (Pharmacological Data)
cells were pre-incubated with title comp. for 10 min before addition of <3H>NE; then incubated for 10 min; filtered; radioactivity remaining on the filter was measured by liquid scintillation counting
Further Details (Pharmacological Data)
<3H>NE was used as radiolabel; non-specific uptake was defined in presence of mazindol; Krebs-HEPES buffer; 25 deg C, water bath; NE: norepinephrine
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
30.8 nmol/l
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor blocking agent
Species or TestSystem (Pharmacological Data)
HEK cell membranes expressing human NET
Method (Pharmacological Data)
radioligand binding assay; cell membranes preincubated with title comp. for 10 min before addition of <125I>RTI-55; incubated for 90 min; filtered; radioactivity remaining on the filter was measured by liquid scintillation counting
Further Details (Pharmacological Data)
non-specific binding was defined in presence of mazindol; Krebs-HEPES buffer, room temp., darkness; NET: norepinephrine transporter
Type (Pharmacological Data)
Ki
Value of Type
> 10000 nmol/l
(Pharmacological Data)
4 of 13
5 of 13
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
transport; inhibition of
Species or TestSystem (Pharmacological Data)
C6 glioma cells expressing human serotonin transporter
Method (Pharmacological Data)
cells were pre-incubated with <3H>MPP(1+) for 20 min; room temp.; washed; pre-incubated with release buffer for 10 min before title comp. was added; 37 deg C; radioactivity remaining in the cells was measured by liquid scintillation spectrometry
Further Details (Pharmacological Data)
<3H>MPP(1+): <3H>1-methyl-4-phenylpyridinium was used as radiolabel; non-specific uptake was defined in presence of mazindol; Krebs-HEPES buffer, pH 7.4; release was stimulated with trichloroacetic acid
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
1315 nmol/l
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
transport; inhibition of
Species or TestSystem (Pharmacological Data)
HEK cells expressing human serotonin transporter
Method (Pharmacological Data)
cells were pre-incubated with title comp. for 10 min before addition of <3H>5-HT; then incubated for 10 min; filtered; radioactivity remaining on the filter was measured by liquid scintillation counting
Further Details (Pharmacological Data)
<3H>5-HT: <3H>5-hydroxytryptamine was used as radiolabel; non-specific uptake was defined in presence of imipramine; Krebs-HEPES buffer; 25 deg C, water bath
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
6 of 13
> 10000 nmol/l
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor blocking agent
Species or TestSystem (Pharmacological Data)
HEK cell membranes expressing human serotonin transporter
Method (Pharmacological Data)
radioligand binding assay; membranes were isolated; preincubated with title comp. for 10 min before addition of <125I>RTI-55; incubated for 90 min; filtered; radioactivity remaining on the filter was measured by liquid scintillation counting
Further Details (Pharmacological Data)
non-specific binding was defined in presence of imipramine; Krebs-HEPES buffer, room temp., darkness
Type (Pharmacological Data)
Ki
Value of Type
> 10000 nmol/l
(Pharmacological Data)
7 of 13
8 of 13
9 of 13
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
transport; inhibition of
Species or TestSystem (Pharmacological Data)
C6 glioma cells expressing human dopamine transporter
Method (Pharmacological Data)
cells were pre-incubated with <3H>MPP(1+) for 20 min; room temp.; washed; pre-incubated with release buffer for 10 min before title comp. was added; 37 deg C; radioactivity remaining in the cells was measured by liquid scintillation spectrometry
Further Details (Pharmacological Data)
<3H>MPP(1+): <3H>1-methyl-4-phenylpyridinium was used as radiolabel; non-specific uptake was defined in presence of mazindol; Krebs-HEPES buffer, pH 7.4; release was stimulated with tricholroacetic acid
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
742 nmol/l
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
transport; inhibition of
Species or TestSystem (Pharmacological Data)
HEK cells expressing human dopamine transporter
Method (Pharmacological Data)
cells were pre-incubated with title comp. for 10 min before addition of <3H>DA; then incubated for 10 min; filtered; radioactivity remaining on the filter was measured by liquid scintillation counting
Further Details (Pharmacological Data)
DA: dopamine; <3H>DA was used as radiolabel; non-specific uptake was defined in presence of mazindol; Krebs-HEPES buffer; 25 deg C, water bath
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
211.9 nmol/l
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
receptor blocking agent
Species or TestSystem (Pharmacological Data)
HEK cell membranes expressing human dopamine transporter
Method (Pharmacological Data)
radioligand binding assay; membranes were isolated; preincubated with title comp. for 10 min before addition of <125I>RTI-55; incubated for 90 min; filtered; radioactivity remaining on the filter was measured by liquid scintillation counting
Further Details (Pharmacological Data)
non-specific binding was defined in presence of mazindol; Krebs-HEPES buffer, room temp., darkness
Type (Pharmacological Data)
Ki
Value of Type
> 10000 nmol/l
(Pharmacological Data)
10 of 13
11 of 13
12 of 13
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
biotransformation
Species or TestSystem (Pharmacological Data)
human flavin-containing monooxygenase 3 Lys-158
Method (Pharmacological Data)
title comp. was incubated with FMO3-MBP for 0 - 30 min; potassium phosphate buffe,r pH 8.4; organic phase was extracted and analysed by HPLC
Further Details (Pharmacological Data)
flavin-containing monooxygenase 3 was cloned and expressed as maltose binding fusion protein (FMO3-MBP) in E. coli; further investigations with α-deuterated title comp. (Kmapp = 5.9 mmol/l, Vmax = 49.3 nmol/min/mg protein
Results
stereopreference of 5:1 for trans-oxime; formation of metabolites was enzyme-dependent and time-dependent; Kmapp = 4.1 mmol/l, Vmax = 20.1 nmol/min/mg protein for both oximes formation
Metabolite (Pharmacological Data)
oxime de la 1-phenyl-2-propanone (cis) [Reaxys RN: 2043527] ; oxime de la 1-phenyl-2-propanone (trans) [Reaxys RN: 2207040]
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
biotransformation
Species or TestSystem (Pharmacological Data)
human flavin-containing monooxygenase 3 Glu-158
Method (Pharmacological Data)
title comp. was incubated with FMO3-MBP for 0 - 30 min; potassium phosphate buffer, pH 8.4; organic phase was extracted and analysed by HPLC
Further Details (Pharmacological Data)
flavin-containing monooxygenase 3 was cloned and expressed as maltose binding fusion protein (FMO3-MBP) in E. coli; further investigations with α-deuterated title comp. (Kmapp = 0.6 mmol/l, Vmax = 120 nmol/min/mg protein
Results
stereopreference of 5:1 for trans-oxime; formation of metabolites was enzyme-dependent and time-dependent; Kmapp = 0.7 mmol/l, Vmax = 71 nmol/min/mg protein for both oximes formation
Metabolite (Pharmacological Data)
oxime de la 1-phenyl-2-propanone (cis) [Reaxys RN: 2043527] ; oxime de la 1-phenyl-2-propanone (trans) [Reaxys RN: 2207040]
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
enzyme; examination of
Species or TestSystem (Pharmacological Data)
human flavin-containing monooxygenase 3 Glu-158
Concentration (Pharmacological Data)
50 mmol/l
Method (Pharmacological Data)
5-DPT N-oxygenation by FMO3-MBP was examined in presence of title comp.; 5-DPT N-oxide formation was analysed by HPLC
Further Details (Pharmacological Data)
5-DPT: 10-<(N,N-dimethylamino)pentyl>-2-(trifluoromethyl)phenothiazine; flavin-containing mnooxygenase 3 was cloned and expressed as maltose binding fusion protein (FMO3-MBP) in E. coli
Comment (Pharmacological Data)
No effect
13 of 13
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
enzyme; examination of
Species or TestSystem (Pharmacological Data)
human flavin-containing monooxygenase 3 Lys-158
Concentration (Pharmacological Data)
50 mmol/l
5-DPT N-oxygenation by FMO3-MBP was examined in presence of title comp.; 5-DPT N-oxide formation was analysed by HPLC
Method (Pharmacological Data) Further Details (Pharmacological Data)
5-DPT: 10-<(N,N-dimethylamino)pentyl>-2-(trifluoromethyl)phenothiazine; flavin-containing mnooxygenase 3 was cloned and expressed as maltose binding fusion protein (FMO3-MBP) in E. coli
Comment (Pharmacological Data)
No effect
Reference
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Chemical Name: (+)-N-Hydroxyamphetamine Reaxys Registry Number: 7122806
Type of Substance: isocyclic Molecular Formula: C9H13NO Linear Structure Formula: C9H13NO Molecular Weight: 151.208
InChI Key: LPZRPPBVFGJUOJ-QMMMGPOBSA-N
2
Synthesize | Hide Details Find similar Chemical Names and Synonyms (+)-N-Hydroxyamphetamine Identification Substance Label (2) Label
Reference
(+)
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
(+)4
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Reference
78.5 - 81 °C
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
1 prep out of 1 reactions.
Identification Physical Data (1) Bioactivity (1)
2
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
Bioactivities present
Reference
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Clement; Behrens; Moller; Cashman
Chemical Research in Toxicology, 2000 , vol. 13, # 10 p. 1037 - 1045 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7122807
Type of Substance: isocyclic Molecular Formula: C9H13NO Linear Structure Formula: C9H13NO Molecular Weight: 151.208
InChI Key: LPZRPPBVFGJUOJ-MRVPVSSYSA-N
2 prep out of 3 reactions.
3
Synthesize | Hide Details Find similar
Identification Substance Label (3) Label
Reference
31
Sandoval, David; Samoshin, Andrey V.; Read De Alaniz, Javier
Organic Letters, 2015 , vol. 17, # 18 p. 4514 - 4517 Title/Abstract Full Text View citing articles Show Details
(-)
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
(-)4
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Reference
78.5 - 81 °C
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Location
Reference
white
supporting information
Sandoval, David; Samoshin, Andrey V.; Read De Alaniz, Javier
Organic Letters, 2015 , vol. 17, # 18 p. 4514 - 4517 Title/Abstract Full Text View citing articles Show Details
Optical Rotatory Power (1) Type (Optical
Concentration
Solvent (Optical
Optical
Wavelength (Optical
Temperature (Optical
Identification Physical Data (3) Spectra (2)
2
Rotatory Power) [alpha]
(Optical Rotatory Power) 1 g/100ml
Rotatory Power
Rotatory Power) dichloromethane
-0.89 deg
Rotatory Power)
Rotatory Power)
589 nm
20 °C
Location
Reference
supporting information
Sandoval, David; Samoshin, Andrey V.; Read De Alaniz, Javier
Organic Letters, 2015 , vol. 17, # 18 p. 4514 4517 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 Spectrum
1H
chloroform-d1
Chemical shifts Spectrum
13C
chloroform-d1
Location
Reference
500 MHz
supporting information
Sandoval, David; Samoshin, Andrey V.; Read De Alaniz, Javier
Organic Letters, 2015 , vol. 17, # 18 p. 4514 4517 Title/Abstract Full Text View citing articles Show Details
126 MHz
supporting information
Sandoval, David; Samoshin, Andrey V.; Read De Alaniz, Javier
Organic Letters, 2015 , vol. 17, # 18 p. 4514 4517 Title/Abstract Full Text View citing articles Show Details
Chemical Name: α-[2H]amphetamine hydroxylamine Reaxys Registry Number: 10152708
Type of Substance: isocyclic Molecular Formula: C9H13NO Linear Structure Formula: C9H12DNO Molecular Weight: 152.2
InChI Key: LPZRPPBVFGJUOJ-BNEYPBHNSA-N
1 prep out of 1 reactions.
Identification Spectra (3)
1
4
Synthesize | Hide Details Find similar Chemical Names and Synonyms α-[2H]amphetamine hydroxylamine Identification Substance Label (1) Label
Reference
4
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (3) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Chemical shifts
1H
Coupling Nuclei
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
CDCl3
300 MHz
Reference Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
1H
Chemical shifts
1H
13C
CDCl3
300 MHz
CDCl3
Reaxys Registry Number: 2121032
CAS Registry Number: 65538-30-9 Type of Substance: isocyclic Molecular Formula: C9H13NO Linear Structure Formula: C9H8D5NO Molecular Weight: 156.169
InChI Key: LPZRPPBVFGJUOJ-VIQYUKPQSA-N
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
Cashman, John R.; Xiong, Yeng N.; Lifen, Xu; Janowsky, Aaron
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 3 p. 1251 - 1260 Title/Abstract Full Text View citing articles Show Details
1 prep out of 1 reactions.
Identification Physical Data (1)
1
1 prep out of 1 reactions.
Physical Data (1) Spectra (2)
1
5
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
III
Gal et al.
Acta Pharmaceutica Suecica, 1977 , vol. 14, p. 335,340 Full Text Show Details
Physical Data Melting Point (1) Melting Point
Reference
174 - 175 °C
Gal et al.
Acta Pharmaceutica Suecica, 1977 , vol. 14, p. 335,340 Full Text Show Details
Chemical Name: 2-Hydroxylamino-1-phenyl-1,1,3,3,3-pentadeuteropropan Reaxys Registry Number: 2121270
CAS Registry Number: 69156-02-1 Type of Substance: isocyclic Molecular Formula: C9H13NO Linear Structure Formula: C9H8D5NO Molecular Weight: 156.169
InChI Key: LPZRPPBVFGJUOJ-WRMAMSRYSA-N
6
Synthesize | Hide Details Find similar Chemical Names and Synonyms
2-Hydroxylamino-1-phenyl-1,1,3,3,3-pentadeuteropropan Physical Data Melting Point (1) Melting Point
Reference
55 - 56 °C
Coutts et al.
Canadian Journal of Pharmaceutical Sciences, 1978 , vol. 13, p. 61,62 Chem.Abstr., vol. 90, # 71846z Full Text Show Details
Spectra NMR Spectroscopy (1) Description (NMR Spectroscopy)
Reference
NMR
Coutts et al.
Canadian Journal of Pharmaceutical Sciences, 1978 , vol. 13, p. 61,62 Chem.Abstr., vol. 90, # 71846z Full Text Show Details
Mass Spectrometry (1) Reference Coutts et al.
Canadian Journal of Pharmaceutical Sciences, 1978 , vol. 13, p. 61,62 Chem.Abstr., vol. 90, # 71846z Full Text Show Details
Reaxys Registry Number: 5830450
CAS Registry Number: 4490-17-9 Type of Substance: isocyclic Molecular Formula: C9H13NO*ClH Linear Structure Formula: C9H13NO*ClH Molecular Weight: 187.669
InChI Key: ALRZZAHTTYSVRF-UHFFFAOYSA-N
0 prep out of 4 reactions.
Identification
1
no reactions.
Identification Physical Data (4) Spectra (1)
5
7
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Identification Substance Label (1) Label
Reference
R1 = CH(CH3)CH2Ph
Hoffman, Ribert V.; Nayyar, Naresh K.; Chen, Wenting
Journal of Organic Chemistry, 1992 , vol. 57, # 21 p. 5700 - 5707 Title/Abstract Full Text View citing articles Show Details
Chemical Name: N-(1-methyl-2-phenyl-ethyl)-hydroxylamine; oxalate
8
Reaxys Registry Number: 3774089
CAS Registry Number: 3705-97-3 Type of Substance: isocyclic Molecular Formula: C2H2O4*2C9H13NO Linear Structure Formula: 2C9H13NO*C2H2O4
Molecular Weight: 392.452
InChI Key: SFBHZXLJTDPPIB-UHFFFAOYSA-N
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N-(1-methyl-2-phenyl-ethyl)-hydroxylamine; oxalate, N-(1-Methyl-2-phenyl-aethyl)-hydroxylamin; Oxalat Identification Substance Label (1) Label
Reference
1
Benington,F. et al.
Journal of Medicinal Chemistry, 1965 , vol. 8, p. 100 - 104 Full Text View citing articles Show Details
Physical Data Melting Point (4) Melting Point
Solvent (Melting Point)
Reference
171.5 - 172.5 °C
Coutts; Jones; Liu
Biomedical Mass Spectrometry, 1978 , vol. 5, # 6 p. 418 - 422 Title/Abstract Full Text View citing articles Show Details
167 - 169 °C
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
174 - 175 °C
Benington,F. et al.
Journal of Medicinal Chemistry, 1965 , vol. 8, p. 100 - 104 Full Text View citing articles Show Details
175 - 176 °C
Gilsdorf; Nord
Journal of the American Chemical Society, 1952 , vol. 74, p. 1837,1841 Full Text View citing articles Show Details
methanol diethyl ether
Spectra NMR Spectroscopy (1) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Reference
Chemical shifts
13C
CDCl3
Mourad, M. Soubei; Varma, Rajender S.; Kabalka, George W. Journal of Organic Chemistry, 1985 , vol. 50, # 1 p. 133 - 135 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 7124918
Type of Substance: isocyclic Molecular Formula: C2H2O4*2C9H13NO Linear Structure Formula: 2C9H13NO*C2H2O4
Molecular Weight: 392.452
InChI Key: SFBHZXLJTDPPIB-QRPNPIFTSA-N
no reactions.
Identification Physical Data (1)
1
9
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Identification Substance Label (3) Label
Reference
(+-)
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
(+)
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
(-)
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Reference
167 - 169 °C
ethanol diethyl ether
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
Reaxys Registry Number: 7124919
Type of Substance: isocyclic Molecular Formula: C2H2O4*2C9H13NO Linear Structure Formula: 2C9H13NO*C2H2O4
Molecular Weight: 392.452
InChI Key: SFBHZXLJTDPPIB-DDWIOCJRSA-N
10
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Physical Data Melting Point (1) Melting Point
Reference
167 - 169 °C
Beckett,A.H. et al.
Tetrahedron, 1975 , vol. 31, p. 1531 - 1535 Full Text View citing articles Show Details
no reactions.
Physical Data (1)
1