Reaxys
PubChem
eMolecules
Reactions (56)
Substances (7)
Structure
Citations (25)
Structure/Compound Data Chemical Name: L-1-methyl-2-cyclohexylethylamine Reaxys Registry Number: 2636125
CAS Registry Number: 54704-34-6 Type of Substance: isocyclic Molecular Formula: C9H19N Linear Structure Formula: C9H19N Molecular Weight: 141.257
InChI Key: GIXSTBOIKJPUKD-UHFFFAOYSA-N
1
N° of preparations All Preps | All Reactions 11 prep out of 22 reactions.
Synthesize | Hide Details Find similar Chemical Names and Synonyms L-1-methyl-2-cyclohexylethylamine, 2-cyclohexyl-1-methylethylamine, 1-cyclohexyl-2-aminopropane, 2-amino-1-cyclohexylpropane, 1-Methyl-2cyclohexylethylamine, 1-cyclohexyl-2-propanamine, (+-)-2-amino-1-cyclohexyl-propane Identification Substance Label (2) Label
Reference
7
Grandi, Teresa; Muzzin, Patrick; Giacobino, Jean-Paul; Sparatore, Fabio
Pharmacy and Pharmacology Communications, 1999 , vol. 5, # 9 p. 561 - 564 Title/Abstract Full Text View citing articles Show Details
3a
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Available Data
N° of ref.
Identification Physical Data (8) Spectra (4) Bioactivity (2)
15
Patent-Specific Data (1) Prophetic Compound
Reference
prophetic product
Monsanto Company
Patent: US3965220 A1, 1976 ; Title/Abstract Full Text Show Details
Physical Data Boiling Point (5) Boiling Point
Pressure (Boiling Point)
Reference
85 - 87 °C
21 Torr
Murakami,M. et al.
Bulletin of the Chemical Society of Japan, 1962 , vol. 35, p. 11 - 15 Full Text View citing articles Show Details
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
82 - 85 °C
15 Torr
Freifelder; Stone
Journal of the American Chemical Society, 1958 , vol. 80, p. 5270 Full Text View citing articles Show Details
90 °C
18 Torr
Jacquier; Christol
Bulletin de la Societe Chimique de France, 1957 , p. 600,606 Full Text Show Details
192 - 195 °C
Chiang
Journal of the Chinese Chemical Society (Peking), 1951 , vol. 18, p. 65,69, 74 Full Text Show Details
189 °C
Kindler; Hedemann; Schaerfe
Justus Liebigs Annalen der Chemie, 1948 , vol. 560, p. 215,219 Full Text Show Details
Refractive Index (2) Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
Reference
1.4615
589 nm
20 °C
Murakami,M. et al.
Bulletin of the Chemical Society of Japan, 1962 , vol. 35, p. 11 - 15 Full Text View citing articles Show Details
1.4578
589 nm
25 °C
Freifelder; Stone
Journal of the American Chemical Society, 1958 , vol. 80, p. 5270 Full Text View citing articles Show Details
Dissociation Exponent (1) Dissociation Exponent (pK)
Temperature (Dissociation Exponent)
Solvent (Dissociation Exponent)
Method (Dissociation Exponent)
Type (Dissociation Exponent)
3.86
25 °C
H2O
potentiometric
b/apparent
Reference Leffler et al.
Journal of the American Chemical Society, 1951 , vol. 73, p. 2611 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
methanol-d4
300 MHz
Location
Reference
supporting information
Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
methanol-d4
75 MHz
supporting information
Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
IR Spectroscopy (1) Description (IR Spectroscopy) Bands
Comment (IR Spectroscopy)
Location supporting information
Reference Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
film
Mass Spectrometry (1) Description (Mass Spectrometry)
Location
Reference
EI (Electron impact) Spectrum
supporting information
Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Beckett,A.H. et al.
Tetrahedron, 1976 , vol. 32, p. 1267 - 1276 Full Text View citing articles Show Details
Murakami,M. et al.
Bulletin of the Chemical Society of Japan, 1962 , vol. 35, p. 11 - 15 Full Text View citing articles Show Details
Leffler et al.
Journal of the American Chemical Society, 1951 , vol. 73, p. 2611 Full Text View citing articles Show Details
Jacquier; Christol
Bulletin de la Societe Chimique de France, 1957 , p. 600,606 Full Text Show Details
Blicke; Johnson
Journal of the American Pharmaceutical Association (1912-1977), 1956 , vol. 45, p. 443 Full Text View citing articles Show Details
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
Kindler; Hedemann; Schaerfe
Justus Liebigs Annalen der Chemie, 1948 , vol. 560, p. 215,219 Full Text Show Details
Freifelder; Stone
Journal of the American Chemical Society, 1958 , vol. 80, p. 5270 Full Text View citing articles Show Details
Chiang
Journal of the Chinese Chemical Society (Peking), 1951 , vol. 18, p. 65,69, 74 Full Text Show Details
Harsy, Stephen G.
Tetrahedron, 1990 , vol. 46, # 21 p. 7403 - 7412 Title/Abstract Full Text View citing articles Show Details
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Grandi, Teresa; Muzzin, Patrick; Giacobino, Jean-Paul; Sparatore, Fabio
Pharmacy and Pharmacology Communications, 1999 , vol. 5, # 9 p. 561 - 564 Title/Abstract Full Text View citing articles Show Details
Monsanto Company
Patent: US3965220 A1, 1976 ; Title/Abstract Full Text Show Details
Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
Rafferty; Wilson; Monn; Krass; Borchardt; Grunewald
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text Show Details
2 of 2
Comment (Pharmacological Data)
norepinephrine N-methyltransferase (NMT) inhibition constant
Reference
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Chemical Name: (S)-(+)-1-cyclohexyl-2-propanamine
10 prep out of 26 reactions.
Reaxys Registry Number: 3193973
CAS Registry Number: 5913-12-2 Type of Substance: isocyclic Molecular Formula: C9H19N Linear Structure Formula: C9H19N Molecular Weight: 141.257
InChI Key: GIXSTBOIKJPUKD-QMMMGPOBSA-N
2
Identification Physical Data (2) Spectra (1) Bioactivity (2)
11
Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-(+)-1-cyclohexyl-2-propanamine, (S)-2-amino-1-cyclohexyl-propane, (S)-2-Amino-1-cyclohexyl-propan, (2S)-1-cyclohexylpropan-2-amine Identification Substance Label (2) Label
Reference
9
Barrett, David G.; Deaton, David N.; Hassell, Anne M.; McFadyen, Robert B.; Miller, Aaron B.; Miller, Larry R.; Payne, J. Alan; Shewchuk, Lisa M.; Willard Jr., Derril H.; Wright, Lois L.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 12 p. 3039 - 3043 Title/Abstract Full Text View citing articles Show Details
3b
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Patent-Specific Data (1) Related Markush Structure (RN)
Reference
11932804
RANBAXY LABORATORIES LIMITED
Patent: WO2006/117762 A2, 2006 ; Title/Abstract Full Text Show Details
Physical Data Optical Rotatory Power (2) Type (Optical Rotatory Power)
Concentration (Optical Rotatory Power)
Enantiomeric excess
Solvent (Optical Rotatory Power)
Optical Rotatory Power
Wavelength (Optical Rotatory Power)
Temperature (Optical Rotatory Power)
[alpha]
0.8 g/100ml
99 %ee
chloroform
7.1 deg
589 nm
20 °C
Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
neat (no solvent)
8.4 deg
589 nm
15 °C
Leithe
Chemische Berichte, 1932 , vol. 65, p. 660,665 Full Text Show Details
[alpha]
Reference
Spectra Mass Spectrometry (1) Description (Mass Spectrometry) EI (Electron impact)
Location
Reference
Page/Page column 24
RANBAXY LABORATORIES LIMITED; DAS, Biswajit; UPADHYAY, Dilip, J.; PURNAPATRE, Kedar; GHOSH, Soma; KATOCH, Rita
Patent: WO2012/14109 A1, 2012 ; Title/Abstract Full Text Show Details
Bioactivity Pharmacological Data (2) 1 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Mazur,R.H. et al.
Journal of Medicinal Chemistry, 1970 , vol. 13, p. 1217 - 1221 Full Text View citing articles Show Details
PHARMACOPEIA, INC.
Patent: WO2004/33440 A1, 2004 ; Title/Abstract Full Text Show Details
Schering Corporation
Patent: US2004/106794 A1, 2004 ; Title/Abstract Full Text Show Details
Searle u. Co.
Patent: US3803223 , 1974 ; Chem.Abstr., 1974 , vol. 80, # 146537 Full Text Show Details
RANBAXY LABORATORIES LIMITED
Patent: WO2006/117762 A2, 2006 ; Title/Abstract Full Text Show Details
Leithe
Chemische Berichte, 1932 , vol. 65, p. 660,665 Full Text Show Details
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Barrett, David G.; Deaton, David N.; Hassell, Anne M.; McFadyen, Robert B.; Miller, Aaron B.; Miller, Larry R.; Payne, J. Alan; Shewchuk, Lisa M.; Willard Jr., Derril H.; Wright, Lois L.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 12 p. 3039 - 3043 Title/Abstract Full Text View citing articles Show Details
Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
RANBAXY LABORATORIES LIMITED; DAS, Biswajit; UPADHYAY, Dilip, J.; PURNAPATRE, Kedar; GHOSH, Soma; KATOCH, Rita Patent: WO2012/14109 A1, 2012 ; Title/Abstract Full Text Show Details
Rafferty; Wilson; Monn; Krass; Borchardt; Grunewald
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text Show Details
2 of 2
Comment (Pharmacological Data)
norepinephrine N-methyltransferase (NMT) inhibition constant
Reference
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Chemical Name: (R)-(-)-1-cyclohexyl-2-propanamine
3
Reaxys Registry Number: 6051865
CAS Registry Number: 52617-05-7 Type of Substance: isocyclic Molecular Formula: C9H19N Linear Structure Formula: C9H19N Molecular Weight: 141.257
InChI Key: GIXSTBOIKJPUKD-MRVPVSSYSA-N
6 prep out of 10 reactions.
Identification Physical Data (1) Bioactivity (2)
8
Synthesize | Hide Details Find similar Chemical Names and Synonyms (R)-(-)-1-cyclohexyl-2-propanamine Identification Substance Label (1) Label
Reference
3c
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Physical Data Optical Rotatory Power (1) Type (Optical Rotatory Power)
Concentration (Optical Rotatory Power)
Enantiomeric excess
Solvent (Optical Rotatory Power)
Optical Rotatory Power
Wavelength (Optical Rotatory Power)
Temperature (Optical Rotatory Power)
[alpha]
1.2 g/100ml
99 %ee
chloroform
-7 deg
589 nm
20 °C
Reference Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Mazur,R.H. et al.
Journal of Medicinal Chemistry, 1970 , vol. 13, p. 1217 - 1221 Full Text View citing articles Show Details
PHARMACOPEIA, INC.
Patent: WO2004/33440 A1, 2004 ; Title/Abstract Full Text Show Details
Schering Corporation
Patent: US2004/106794 A1, 2004 ; Title/Abstract Full Text Show Details
Searle u. Co.
Patent: US3803223 , 1974 ; Chem.Abstr., 1974 , vol. 80, # 146537 Full Text Show Details
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Henry Jr., Kenneth J.; Wasicak, James; Tasker, Andrew S.; Cohen, Jerome; Ewing, Patricia; Mitten, Michael; Larsen, John J.; Kalvin, Douglas M.; Swenson, Rolf; Ng, Shi-Chung; Saeed, Badr; Cherian, Sajeev; Sham, Hing; Rosenberg, Saul H.
Journal of Medicinal Chemistry, 1999 , vol. 42, # 23 p. 4844 - 4852 Title/Abstract Full Text View citing articles Show Details
Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details
Rafferty; Wilson; Monn; Krass; Borchardt; Grunewald
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text Show Details
2 of 2
Comment (Pharmacological Data)
norepinephrine N-methyltransferase (NMT) inhibition constant
Reference
Rafferty, Michael F.; Wilson, David S.; Monn, James A.; Krass, Polina; Borchardt, Ronald T.; Grunewald, Gary L.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1198 - 1204 Title/Abstract Full Text View citing articles Show Details
Chemical Name: (S)-2-amino-1-cyclohexyl-propane; hydrochloride Reaxys Registry Number: 3909281
CAS Registry Number: 56401-82-2 Type of Substance: isocyclic Molecular Formula: C9H19N*ClH Linear Structure Formula: C9H19N*ClH Molecular Weight: 177.717
InChI Key: PPXNTFHIFWDWGS-QRPNPIFTSA-N
4
1 prep out of 1 reactions.
Physical Data (2)
2
Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-2-amino-1-cyclohexyl-propane; hydrochloride, (S)-2-Amino-1-cyclohexyl-propan; Hydrochlorid Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Reference
186 °C
ethanol diethyl ether
Leithe
Chemische Berichte, 1932 , vol. 65, p. 660,665 Full Text Show Details
Optical Rotatory Power (1) Type (Optical Rotatory Power)
Concentration (Optical Rotatory Power)
Solvent (Optical Rotatory Power)
Optical Rotatory Power
Wavelength (Optical Rotatory Power)
Temperature (Optical Rotatory Power)
[alpha]
c=6
H2O
-1.8 deg
589 nm
15 °C
Chemical Name: (+-)-2-amino-1-cyclohexyl-propane; hydrochloride Reaxys Registry Number: 3909282
CAS Registry Number: 5471-54-5 Type of Substance: isocyclic Molecular Formula: C9H19N*ClH Linear Structure Formula: C9H19N*ClH Molecular Weight: 177.717
InChI Key: PPXNTFHIFWDWGS-UHFFFAOYSA-N
5
Synthesize | Hide Details
no reactions.
Reference Leithe
Chemische Berichte, 1932 , vol. 65, p. 660,665 Full Text Show Details
Physical Data (2)
2
Find similar Chemical Names and Synonyms (+-)-2-amino-1-cyclohexyl-propane; hydrochloride, (+-)-2-Amino-1-cyclohexyl-propan; Hydrochlorid Physical Data Melting Point (2) Melting Point
Solvent (Melting Point)
Reference
196 °C
ethyl acetate
Kindler; Hedemann; Schaerfe
Justus Liebigs Annalen der Chemie, 1948 , vol. 560, p. 215,219 Full Text Show Details
191 - 192 °C
propan-2-ol diisopropyl ether
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
Reaxys Registry Number: 14274543
CAS Registry Number: 56401-85-5 Molecular Formula: C9H19N*ClH Linear Structure Formula: C9H19N*ClH Molecular Weight: 177.717
InChI Key: PPXNTFHIFWDWGS-DDWIOCJRSA-N
1 prep out of 1 reactions.
Chemical Name: (S)-2-amino-1-cyclohexyl-propane; oxalate
no reactions.
1
6
Synthesize Find similar Physical Data (1)
Reaxys Registry Number: 3716863
Type of Substance: isocyclic Molecular Formula: C2H2O4*C9H19N Linear Structure Formula: C9H19N*C2H2O4
Molecular Weight: 231.292
InChI Key: GKJHKNBTBLDXQS-QRPNPIFTSA-N 7
Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-2-amino-1-cyclohexyl-propane; oxalate, (S)-2-Amino-1-cyclohexyl-propan; Oxalat Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Comment (Melting Point)
Reference
180 °C
H2O
Decomposition.
Leithe
Chemische Berichte, 1932 , vol. 65, p. 660,665 Full Text Show Details
1