Reaxys
PubChem
eMolecules
Reactions (30)
Substances (8)
Citations (53)
Structure
Structure/Compound Data Chemical Name: propylhexedrine Reaxys Registry Number: 906814
CAS Registry Number: 101-40-6 Type of Substance: isocyclic Molecular Formula: C10H21N Linear Structure Formula: C10H21N Molecular Weight: 155.283
InChI Key: JCRIVQIOJSSCQD-UHFFFAOYSA-N
1
N° of preparations All Preps | All Reactions 9 prep out of 20 reactions.
Synthesize | Hide Details Find similar Chemical Names and Synonyms propylhexedrine, D-N-methyl-1-methyl-2-cyclohexylethylamine, Propylhexedrine, 2-cyclohexylisopropylmethylamine, DL-N,1-Dimethyl-2cyclohexylamin, Propylhexedrin, Obesin Identification Substance Label (12) Label
Reference
PHX
Nakahara, Yuji; Hanajiri, Ruri
Life Sciences, 2000 , vol. 66, # 7 p. 563 - 574 Title/Abstract Full Text View citing articles Show Details
10
Hess Komenda; Hollwarth; Dunkel
Pharmazie, 1992 , vol. 47, # 11 p. 848 - 851 Title/Abstract Full Text View citing articles Show Details
Available Data
N° of ref.
Identification Physical Data (16) Spectra (4) Bioactivity (6) Use/Application (73)
46
Tab.IV
Zuber; Staiger; Warren
Analytical Chemistry, 1983 , vol. 55, # 1 p. 64 - 67 Title/Abstract Full Text View citing articles Show Details
15
Borchert; Garski; Pfeifer
Pharmazie, 1981 , vol. 36, # 4 p. 278 - 280 Title/Abstract Full Text View citing articles Show Details
V
Hess, Ulrich; Ziebig, Marlene
Zeitschrift fuer Chemie (Stuttgart, Germany), 1980 , vol. 20, # 12 p. 444 Title/Abstract Full Text Show Details
Propylhexedrin
Chatten; Harris
Analytical Chemistry, 1962 , vol. 34, p. 1495,1499 Full Text Show Details
(+-)-IV
Abbott Labs.
Patent: US3014966 , 1961 ; Chem.Abstr., 1962 , vol. 56, # 12772b Full Text Show Details
1
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
3
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
4
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
2
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
5
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
Derivative (5) Comment (Derivative)
Reference
Hydrochlorid : F=127-128grad
Abbott Labs.
Patent: US3014966 , 1961 ; Chem.Abstr., 1962 , vol. 56, # 12772b Full Text Show Details
(+)-Hydrochlorid. B. Aus (-)-4-Methyl-<2-brom-1-methy-2-phenyl-aethyl>-amin*HCl, H2 <Pt> MeOH
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
(+)-Hydrochlorid. B. Aus Λ-Methyl-<2-chlor-1-methyl-2-phenyl-aethyl>-amin*HCl, H2 <Pt>, MeOH; F : 140grad; <α>(D)20 : +14.5grad
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
(-)-Hydrochlorid. B. Aus (+)-Methyl-<1-methyl-2-phenyl-aethyl>-amin*HCl (<α>(D)19 . +16.1grad) u. H2 <Pt; 100grad; 40 atue>; F : 137139grad (aus EtOH); <α>(D)26 : -14.6grad
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
Hydrochlorid. F : 128-130grad
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
Physical Data Boiling Point (6) Boiling Point
Pressure (Boiling Point)
Reference
74 - 76 °C
8 Torr
Freifelder; Stone
Journal of the American Chemical Society, 1958 , vol. 80, p. 5270 Full Text View citing articles Show Details
Abbott Labs.
Patent: US3014966 , 1961 ; Chem.Abstr., 1962 , vol. 56, # 12772b Full Text Show Details
107 - 109 °C
40 Torr
Blicke; Johnson
Journal of the American Pharmaceutical Association (1912-1977), 1956 , vol. 45, p. 443 Full Text View citing articles Show Details
130 °C
40 Torr
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
73 - 78 °C
9 Torr
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
90 - 92 °C
22 Torr
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
92 - 93 °C
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
20 Torr
Refractive Index (1) Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
Reference
1.457
589 nm
25 °C
Freifelder; Stone
Journal of the American Chemical Society, 1958 , vol. 80, p. 5270 Full Text View citing articles Show Details
Abbott Labs.
Patent: US3014966 , 1961 ; Chem.Abstr., 1962 , vol. 56, # 12772b Full Text Show Details
Chromatographic Data (1) Chromatographic data
Reference
LC (Liquid chromatography)
Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 4 p. 367 - 384 Title/Abstract Full Text View citing articles Show Details
Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 4 p. 367 - 384 Title/Abstract Full Text Show Details
Dissociation Exponent (2) Dissociation Exponent (pK)
Temperature (Dissociation Exponent)
Solvent (Dissociation Exponent)
Method (Dissociation Exponent)
Type (Dissociation Exponent)
Comment (Dissociation Exponent) (k')
3.48
25 °C
H2O
potentiometric
b/apparent
Reference Chatten; Harris
Analytical Chemistry, 1962 , vol. 34, p. 1495,1499 Full Text Show Details
Leffler et al.
Journal of the American Chemical Society, 1951 , vol. 73, p. 2611 Full Text View citing articles Show Details
Electrochemical Behaviour (2) Description (Electrochemical Behaviour)
Reference
Electrolytic dissociation / protonation equilibrium
Rucker; Mrongovius; Neugebauer
Archiv der Pharmazie, 1982 , vol. 315, # 10 p. 839 - 846 Title/Abstract Full Text View citing articles Show Details
Enthalpy of neutralization
Chatten; Harris
Analytical Chemistry, 1962 , vol. 34, p. 1495,1499 Full Text Show Details
Further Information (2) Description (Further Information)
Reference
Further information
Reisch; Alfes; Moellmann
Die Pharmazie, 1968 , vol. 23, # 5 p. 245 - 246 Title/Abstract Full Text View citing articles Show Details
Further information
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
Liquid/Liquid Systems (MCS) (2) Description (Liquid/Liquid Systems (MCS))
Partner (Liquid/Liquid Systems (MCS))
Comment (Liquid/Liquid Systems (MCS))
Distribution between solvent 1 + 2
octanol
ambient temperature
Distribution between solvent 1 + 2
1) aqueous buffer solution 2) CHCl3
Reference Nakahara, Yuji; Hanajiri, Ruri
Life Sciences, 2000 , vol. 66, # 7 p. 563 - 574 Title/Abstract Full Text View citing articles Show Details
Muller
Pharmazie, 1983 , vol. 38, # 9 p. 596 - 597 Title/Abstract Full Text View citing articles Show Details
Spectra Mass Spectrometry (4) Description (Mass Spectrometry)
Comment (Mass Spectrometry)
Reference
liquid chromatography mass spectrometry (LCMS) electrospray ionisation (ESI) spectrum
Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 4 p. 367 - 384 Title/Abstract Full Text Show Details
electrospray ionisation (ESI) spectrum
Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 4 p. 367 - 384 Title/Abstract Full Text View citing articles Show Details
HRMS (High resolution mass spectrometry) TOFMS (Time of flight mass spectrum) ESI (Electrospray ionisation) LCMS (Liquid chromatography mass spectrometry) Spectrum
Vonaparti; Lyris; Angelis; Panderi; Koupparis; Tsantili-Kakoulidou; Peters; Nielen; Georgakopoulos
Rapid Communications in Mass Spectrometry, 2010 , vol. 24, # 11 p. 1595 - 1609 Title/Abstract Full Text View citing articles Show Details
LCMS (Liquid chromatography mass spectrometry) ESI (Electrospray ionisation) Tandem mass spectrometry Spectrum
Bioactivity Pharmacological Data (6)
mol peak
Thoerngren, John-Olof; Oestervall, Fredrik; Garle, Mats
Journal of Mass Spectrometry, 2008 , vol. 43, # 7 p. 980 - 992 Title/Abstract Full Text View citing articles Show Details
1 of 6
Comment (Pharmacological Data)
Bioactivities present
Reference
McNeil Laboratories, Incorporated
Patent: US4123538 A1, 1978 ; Title/Abstract Full Text Show Details
McNeilab, Inc.
Patent: US4203991 A1, 1980 ; Title/Abstract Full Text Show Details
Reisch; Alfes; Kommert; Jantos; Moellmann; Clasing
Die Pharmazie, 1970 , vol. 25, # 5 p. 331 - 334 Title/Abstract Full Text View citing articles Show Details
Chan, Keith T.; Cormier, Michel J.N.; Lin, WeiQi
Patent: US2005/153873 A1, 2005 ; Title/Abstract Full Text Show Details
Ameri, Mahmoud; Cormier, Michel J.N.; Maa, Yuh-Fun; Daddona, Peter
Patent: US2005/226922 A1, 2005 ; Title/Abstract Full Text Show Details
Everett Laboratories, Inc.
Patent: US2006/148837 A1, 2006 ; Title/Abstract Full Text Show Details
MALLINCKRODT INC.
Patent: WO2006/73547 A1, 2006 ; Title/Abstract Full Text Show Details
ASTRAZENECA AB
Patent: WO2006/80884 A1, 2006 ; Title/Abstract Full Text Show Details
BINYARCO, LLC
Patent: US2006/252726 A1, 2006 ; Title/Abstract Full Text Show Details
Rieger, Jayson M.
Patent: US2007/32450 A1, 2007 ; Title/Abstract Full Text Show Details
Mallinckrodt Inc.
Patent: US2007/129444 A1, 2007 ; Title/Abstract Full Text Show Details
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
Everett Laboratories, Inc.
Patent: US2008/8772 A1, 2008 ; Title/Abstract Full Text Show Details
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
Leffler et al.
Journal of the American Chemical Society, 1951 , vol. 73, p. 2611 Full Text View citing articles 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
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
Freifelder; Stone
Journal of the American Chemical Society, 1958 , vol. 80, p. 5270 Full Text View citing articles Show Details
Reisch; Alfes; Moellmann
Die Pharmazie, 1968 , vol. 23, # 5 p. 245 - 246 Title/Abstract Full Text View citing articles Show Details
2 of 6
Comment (Pharmacological Data)
Bioactivities present
Reference
Chatten; Harris
Analytical Chemistry, 1962 , vol. 34, p. 1495,1499 Full Text Show Details
Dr.C. Freese
Patent: DE970480 , 1951 ; Chem.Abstr., 1960 , # 7590 Full Text Show Details
Abbott Labs.
Patent: US3014966 , 1961 ; Chem.Abstr., 1962 , vol. 56, # 12772b Full Text Show Details
Zuber; Staiger; Warren
Analytical Chemistry, 1983 , vol. 55, # 1 p. 64 - 67 Title/Abstract Full Text View citing articles Show Details
Borchert; Garski; Pfeifer
Pharmazie, 1981 , vol. 36, # 4 p. 278 - 280 Title/Abstract Full Text View citing articles Show Details
Hess, Ulrich; Ziebig, Marlene
Zeitschrift fuer Chemie (Stuttgart, Germany), 1980 , vol. 20, # 12 p. 444 Title/Abstract Full Text Show Details
Hess Komenda; Hollwarth; Dunkel
Pharmazie, 1992 , vol. 47, # 11 p. 848 - 851 Title/Abstract Full Text View citing articles Show Details
Rucker; Mrongovius; Neugebauer
Archiv der Pharmazie, 1982 , vol. 315, # 10 p. 839 - 846 Title/Abstract Full Text View citing articles Show Details
Muller
Pharmazie, 1983 , vol. 38, # 9 p. 596 - 597 Title/Abstract Full Text View citing articles Show Details
Kaufmann; Hofmann; Kreiskott
Arzneimittel-Forschung/Drug Research, 1981 , vol. 31, # 2 p. 335 - 337 Title/Abstract Full Text View citing articles Show Details
Fotsch; Sonnenberg; Chen; Hale; Karbon; Norman
Journal of Medicinal Chemistry, 2001 , vol. 44, # 14 p. 2344 - 2356 Title/Abstract Full Text View citing articles Show Details
Nakahara, Yuji; Hanajiri, Ruri
Life Sciences, 2000 , vol. 66, # 7 p. 563 - 574 Title/Abstract Full Text View citing articles Show Details
CASE WESTERN RESERVE UNIVERSITY
Patent: WO2008/70264 A2, 2008 ; Title/Abstract Full Text Show Details
Thoerngren, John-Olof; Oestervall, Fredrik; Garle, Mats
Journal of Mass Spectrometry, 2008 , vol. 43, # 7 p. 980 - 992 Title/Abstract Full Text View citing articles Show Details
ASTRAZENECA AB
Patent: WO2005/58881 A1, 2005 ; Title/Abstract Full Text Show Details
ASTRAZENECA AB
Patent: WO2005/97775 A1, 2005 ; Title/Abstract Full Text Show Details
Vonaparti; Lyris; Angelis; Panderi; Koupparis; Tsantili-Kakoulidou; Peters; Nielen; Georgakopoulos
Rapid Communications in Mass Spectrometry, 2010 , vol. 24, # 11 p. 1595 - 1609 Title/Abstract Full Text View citing articles Show Details
Faraj; Israili; Kight; Smissman; Pazdernik
Journal of medicinal chemistry, 1976 , vol. 19, # 1 p. 20 - 25 Title/Abstract Full Text Show Details
vol. NX#05178 Full Text Show Details
HAAS H
Arzneimittel-Forschung, 1953 , vol. 3, # 7 p. 328 - 333 Title/Abstract Full Text Show Details
3 of 6
Comment (Pharmacological Data)
Bioactivities present
Reference
Haas H
Arzneimittel-Forschung, 1963 , vol. 13, p. 613 - 624 Title/Abstract Full Text View citing articles Show Details
Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 4 p. 367 - 384 Title/Abstract Full Text View citing articles Show Details
Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick
Rapid Communications in Mass Spectrometry, 2015 , vol. 29, # 4 p. 367 - 384 Title/Abstract Full Text Show Details
Farrugia, Lynn A.; Rhyee, Sean H.; Campleman, Sharan L.; Ruha, Anne-Michelle; Weigand, Timothy; Wax, Paul M.; Brent, Jeffrey; On behalf of the Toxicology Investigators Consortium; Seifert, Steven; Pomerleau, Adam; Kazzi, Ziad; Ganetsky, Michael; Burns, Michele; Beuhler, Michael; King, Joshua D.; Aks, Steven; Furmaga, Jakub; Wax, Paul; Hoyte, Christopher; Leikin, Jerrold; Vohra, Rais; Judge, Bryan; Riley, Brad; Meggs, William J.; Bentur, Didi; Moore, Phil; Farrugia, Lynn; Greene, Spencer; Rusyniak, Daniel; Lowry, Jennifer; Algren, Adam; Wolk, Brian; Levine, Michael; Nogar, Josh; Kostic, Mark; Gummin, David; Calello, Diane; Geib, Ann-Jeannette; Hernandez, Stephanie; Smith, Silas; Nelson, Lewis; Marcus, Steven; Kirschner, Ronald; Rowden, Adam; Vearrier, David; McKeever, Rita; Ruha, Michelle; Pizon, Anthony; Hendrickson, Robert; McKeown, Nate; Wills, Brandon; Cumpston, Kirk; Alhelail, Mohammed; Wiegand, Timothy; Caravati, E. Martin; Sessions, Daniel; Maddry, Joseph; Minns, Alicia; Lung, Derrick; Smollin, Craig; Kibby, Thomas; Schwarz, Evan; Stellpflug, Samuel; Engebretsen, Kristin; Majlesi, Nima; Sullivan, Ross; Peredy, Tamas; Finkelstiein, Yaron; Carey, Jennifer
Journal of Medical Toxicology, 2016 , vol. 12, # 3 p. 224 - 247
Title/Abstract Full Text Show Details
Görgens, Christian; Guddat, Sven; Thomas, Andreas; Wachsmuth, Philipp; Orlovius, Anne-Katrin; Sigmund, Gerd; Thevis, Mario; Schänzer, Wilhelm
Journal of Pharmaceutical and Biomedical Analysis, 2016 , vol. 131, p. 482 - 496 Title/Abstract Full Text Show Details
Lu, Jun; Wei, Heming; Wu, Jianjun; Jamil, Mohd Fadzly Amar; Tan, Mei Lan; Adenan, Mohd Ilham; Wong, Philip; Shim, Winston
PLoS ONE, 2014 , vol. 9, # 12 art. no. E0115648 Title/Abstract Full Text Show Details
4 of 6
5 of 6
6 of 6
Effect (Pharmacological Data)
pharmacokinetics
Species or TestSystem (Pharmacological Data)
Dark-Agouti rat
Sex
male
Route of Application
intraperitoneal
Concentration (Pharmacological Data)
5 mg/kg
Kind of Dosing (Pharmacological Data)
daily dose
Method (Pharmacological Data)
rats with shaved back hair administered with title comp. for 10 days; newly growing back hair collected 28 days after first injection; title comp. conc. determined by gas chromatography-mass spectrometry analysis
Results
7.9 ng/mg title comp. found in hair of treated rats (table, figure)
Reference
Nakahara, Yuji; Hanajiri, Ruri
Life Sciences, 2000 , vol. 66, # 7 p. 563 - 574 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
pharmacokinetics
Species or TestSystem (Pharmacological Data)
Dark-Agouti rat
Sex
male
Route of Application
intraperitoneal
Concentration (Pharmacological Data)
5 mg/kg
Method (Pharmacological Data)
rats administered with title comp.; blood collected 5-360 min after injection; title comp. conc. determined by gas chromatography-mass spectrometry analysis
Further Details (Pharmacological Data)
Cmax: maximal concentration; Tmax: time of maximum concentration; AUC: area under curve
Results
title comp. found in rat plasma with Cmax: 593 ng/ml, Tmax: 15 min and AUC: 54.9 μg min/ml (table, figure)
Reference
Nakahara, Yuji; Hanajiri, Ruri
Life Sciences, 2000 , vol. 66, # 7 p. 563 - 574 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
anorexigenic effect; reduces food intake from 9 to 1 g/h (8 - 128 mg/kg, rat)
Reference
Kaufmann; Hofmann; Kreiskott
Arzneimittel-Forschung/Drug Research, 1981 , vol. 31, # 2 p. 335 - 337 Title/Abstract Full Text View citing articles Show Details
Use/Application Use (73)
Use Pattern
Reference
nasal decongestant
Everett Laboratories, Inc.
Patent: US2006/148837 A1, 2006 ; Title/Abstract Full Text Show Details
Everett Laboratories, Inc.
Patent: US2008/8772 A1, 2008 ; Title/Abstract Full Text Show Details
hydrocodone bitartrate and guaifenesin containing composition for treating of coughing, sneezing, rhinorrhea, and/or nasal obstruction
Everett Laboratories, Inc.
Patent: US2008/8772 A1, 2008 ; Title/Abstract Full Text Show Details
Decongestant
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
CASE WESTERN RESERVE UNIVERSITY
Patent: WO2008/70264 A2, 2008 ; Title/Abstract Full Text Show Details
epilepsy
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
diabetes
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
hypertension
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
pulmonary hypertension
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
migraine
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
sleep apnea
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
depression
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
impulse control disorders
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ; Title/Abstract Full Text Show Details
alcohol addiction
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ;
Title/Abstract Full Text Show Details
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ;
sympathomimetic agent
Title/Abstract Full Text Show Details
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ;
second agent of the composition with antiepileptic agent
Title/Abstract Full Text Show Details
Tam, Peter Y.; Wilson, Leland F.
Patent: US2008/103179 A1, 2008 ;
second agent of the composition with anticonvulsant sulfamate or sulfonylurea compound
Title/Abstract Full Text Show Details
BINYARCO, LLC
Patent: US2006/252726 A1, 2006 ;
vasoconstrictor
Title/Abstract Full Text Show Details
Mallinckrodt Inc.
Patent: US2007/129444 A1, 2007 ; Title/Abstract Full Text Show Details
Rieger, Jayson M.
Patent: US2007/32450 A1, 2007 ;
α1 and α2-adrenoceptor agonist vasoconstrictor sympathomimetic agent
Title/Abstract Full Text Show Details
Mallinckrodt Inc.
Patent: US2007/129444 A1, 2007 ;
Colds; nasal muscosa decongestation at
Title/Abstract Full Text Show Details
Mallinckrodt Inc.
Patent: US2007/129444 A1, 2007 ;
Allergies; nasal muscosa decongestation at
Title/Abstract Full Text Show Details
Mallinckrodt Inc.
Patent: US2007/129444 A1, 2007 ;
Allergic rhinitis; nasal muscosa decongestation at
Title/Abstract Full Text Show Details
Use Pattern
Reference
Coughing
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
Sneezing
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
rhinorrhea
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
nasal obstruction
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
nasal congestion
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
nasal pruritus
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
allergies
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
allergic vasomotor rhinitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
hay fever
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
seasonal allergic vasomotor rhinitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
perennial allergic vasomotor rhinitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
bronchography
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
bronchoscopy
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
respiratory disease
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
cold
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
Acute bronchitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
chronic bronchitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
asthmatic bronchitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
bronchiectasis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pneumonia
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
lung tuberculosis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
silicosis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
silicotuberculosis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pulmonary cancer
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
upper respiratory inflammation
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pharyngitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
laryngitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
nasal catarrh
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
asthma
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
bronchial asthma
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
infantile asthma
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pulmonary emphysema
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pneumoconiosis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pulmonary fibrosis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pulmonary silicosis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ;
Title/Abstract Full Text Show Details
pulmonary suppuration
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
pleuritis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
tonsillitis
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
cough hives
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
whooping cough
Everett Laboratories, Inc.
Patent: US2007/160689 A1, 2007 ; Title/Abstract Full Text Show Details
composition for treatment of coughing
Everett Laboratories, Inc.
Patent: US2006/148837 A1, 2006 ; Title/Abstract Full Text Show Details
composition for treatment of sneezing
Everett Laboratories, Inc.
Patent: US2006/148837 A1, 2006 ; Title/Abstract Full Text Show Details
composition for treatment of rhinorrhea
Everett Laboratories, Inc.
Patent: US2006/148837 A1, 2006 ; Title/Abstract Full Text Show Details
composition for treatment of nasal obstruction
Everett Laboratories, Inc.
Patent: US2006/148837 A1, 2006 ; Title/Abstract Full Text Show Details
vasoconstrictor sympathomimetic agent
ASTRAZENECA AB
Patent: WO2006/80884 A1, 2006 ; Title/Abstract Full Text Show Details
Epistaxis
BINYARCO, LLC
Patent: US2006/252726 A1, 2006 ; Title/Abstract Full Text Show Details
Nosebleed
BINYARCO, LLC
Patent: US2006/252726 A1, 2006 ; Title/Abstract Full Text Show Details
alpha-1/alpha-2 adrenoceptor agonist
ASTRAZENECA AB
Patent: WO2006/80884 A1, 2006 ; Title/Abstract Full Text Show Details
ASTRAZENECA AB
Patent: WO2005/97775 A1, 2005 ; Title/Abstract Full Text Show Details
Vasoconstrictor for the transdermal agent delivery system
Chan, Keith T.; Cormier, Michel J.N.; Lin, WeiQi
Patent: US2005/153873 A1, 2005 ; Title/Abstract Full Text Show Details
Vasoconstrictor of the coating formulation in a system for transdermal delivery
Ameri, Mahmoud; Cormier, Michel J.N.; Maa, Yuh-Fun; Daddona, Peter
Patent: US2005/226922 A1, 2005 ; Title/Abstract Full Text Show Details
α.sub1.-adrenoreceptor antagonist vasoconstrictor sympathomimetic agent
ASTRAZENECA AB
Patent: WO2005/58881 A1, 2005 ; Title/Abstract Full Text Show Details
α.sub2.-adrenoreceptor antagonist vasoconstrictor sympathomimetic agent
ASTRAZENECA AB
Patent: WO2005/58881 A1, 2005 ; Title/Abstract Full Text Show Details
ASTRAZENECA AB
Patent: WO2005/97775 A1, 2005 ;
vasoconstructor sympathomimetic agent
Title/Abstract Full Text Show Details
Chemical Name: (S)-1-cyclohexyl-N-methylpropan-2-amine Reaxys Registry Number: 3194301
CAS Registry Number: 6192-97-8 Type of Substance: isocyclic Molecular Formula: C10H21N Linear Structure Formula: C10H21N Molecular Weight: 155.283
InChI Key: JCRIVQIOJSSCQD-VIFPVBQESA-N
2
7 prep out of 9 reactions.
Identification Physical Data (5) Spectra (3) Bioactivity (1)
Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-1-cyclohexyl-N-methylpropan-2-amine, (S)-2-methylamino-1-cyclohexyl-propane, (S)-2-Methylamino-1-cyclohexyl-propan, (S)-propylhexedrine, levopropylhexedrine, d-propylhexedrine Identification Substance Label (1) Label
Reference
13
Pramanik, Chinmoy; Bapat, Kiran; Chaudhari, Ashok; Kulkarni, Mukund G.; Kolla, Rangarao; Sompalli, Srinivasarao; Tripathy, Narendra K.; Gurjar, Mukund K.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 495 - 500 Title/Abstract Full Text View citing articles Show Details
Patent-Specific Data (1) Location in Patent
Reference
Claim
Scaramuzzino, Giovanni
Patent: EP1336602 A1, 2003 ; Title/Abstract Full Text Show Details
Physical Data Boiling Point (2) Boiling Point
Pressure (Boiling Point)
Reference
95 °C
23 Torr
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
80 - 81 °C
9 Torr
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120
7
Full Text Show Details
Refractive Index (1) Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
Reference
1.4598
589 nm
20 °C
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
Density (1) Density
Reference Temperature
Measurement Temperature
Reference
0.852 g·cm-3
4 °C
15 °C
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
Optical Rotatory Power (1) Type (Optical Rotatory Power)
Solvent (Optical Rotatory Power)
Optical Rotatory Power
Wavelength (Optical Rotatory Power)
Temperature (Optical Rotatory Power)
[alpha]
neat (no solvent)
-8.81 deg
589 nm
20 °C
Reference Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text 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
400 MHz
supporting information
Pramanik, Chinmoy; Bapat, Kiran; Chaudhari, Ashok; Kulkarni, Mukund G.; Kolla, Rangarao; Sompalli, Srinivasarao; Tripathy, Narendra K.; Gurjar, Mukund K.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 495 - 500 Title/Abstract Full Text View citing articles Show Details
100.5 MHz
supporting information
Pramanik, Chinmoy; Bapat, Kiran; Chaudhari, Ashok; Kulkarni, Mukund G.; Kolla, Rangarao; Sompalli, Srinivasarao; Tripathy, Narendra K.; Gurjar, Mukund K.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 495 - 500 Title/Abstract Full Text View citing articles Show Details
Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
liquid chromatography mass spectrometry (LCMS) electrospray ionisation (ESI) spectrum
Pramanik, Chinmoy; Bapat, Kiran; Chaudhari, Ashok; Kulkarni, Mukund G.; Kolla, Rangarao; Sompalli, Srinivasarao; Tripathy, Narendra K.; Gurjar, Mukund K.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 495 - 500 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
Bioactivities present
Reference
Scaramuzzino, Giovanni
Patent: EP1336602 A1, 2003 ; Title/Abstract Full Text Show Details
Mallinckrodt Inc.
Patent: US2007/129444 A1, 2007 ; Title/Abstract Full Text Show Details
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
Dick RW; Mitchell CL
Arch Int Pharmacodyn Ther (1899-1996), 1967 , vol. 170, # 2 p. 333 - 342 Title/Abstract Full Text View citing articles Show Details
Pramanik, Chinmoy; Bapat, Kiran; Chaudhari, Ashok; Kulkarni, Mukund G.; Kolla, Rangarao; Sompalli, Srinivasarao; Tripathy, Narendra K.; Gurjar, Mukund K.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 495 - 500 Title/Abstract Full Text View citing articles Show Details
Oğuz-Akarsu, Emel; Aydin-Özemir, Zeynep; Bebek, Nerses; Gürses, Candan; Gökyiğit, Ayşen; Baykan, Betül
Epilepsy and Behavior, 2016 , vol. 64, p. 127 - 132 Title/Abstract Full Text Show Details
Chemical Name: (R)-2-methylamino-1-cyclohexyl-propane Reaxys Registry Number: 3194302
CAS Registry Number: 6556-29-2 Type of Substance: isocyclic Molecular Formula: C10H21N Linear Structure Formula: C10H21N Molecular Weight: 155.283
InChI Key: JCRIVQIOJSSCQD-SECBINFHSA-N
3
3 prep out of 3 reactions.
Physical Data (5)
Synthesize | Hide Details Find similar Chemical Names and Synonyms (R)-2-methylamino-1-cyclohexyl-propane, (R)-2-Methylamino-1-cyclohexyl-propan Physical Data Boiling Point (2) Boiling Point
Pressure (Boiling Point)
Reference
82 - 83 °C
10 Torr
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
78 - 79 °C
10 Torr
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
Refractive Index (1) Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
Reference
1.4597
589 nm
20 °C
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
Density (1) Density
Reference Temperature
Measurement Temperature
Reference
0.851 g·cm-3
4 °C
20 °C
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
2
Optical Rotatory Power (1) Type (Optical Rotatory Power)
Solvent (Optical Rotatory Power)
Optical Rotatory Power
Wavelength (Optical Rotatory Power)
Temperature (Optical Rotatory Power)
[alpha]
neat (no solvent)
8.85 deg
589 nm
20 °C
Reference Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
Chemical Name: propylhexedrine
no reactions.
Identification Bioactivity (2)
1
Reaxys Registry Number: 6474057
Type of Substance: isocyclic Molecular Formula: C10H21N Linear Structure Formula: C10H21N Molecular Weight: 155.283
InChI Key: JCRIVQIOJSSCQD-UHFFFAOYSA-N 4
Synthesize | Hide Details Find similar Chemical Names and Synonyms propylhexedrine Identification Substance Label (1) Label
Reference
7
Kalix
Arzneimittel-Forschung/Drug Research, 1986 , vol. 36, # 7 p. 1019 - 1021 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Kalix
Arzneimittel-Forschung/Drug Research, 1986 , vol. 36, # 7 p. 1019 - 1021 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
increase in the fractional rate of efflux of radioactivity from rat caudate nucleus tissue prelabeled with 3H-dopamine (at conc. 5 and 25 μmol/l)
Reference
Kalix
Arzneimittel-Forschung/Drug Research, 1986 , vol. 36, # 7 p. 1019 - 1021 Title/Abstract Full Text View citing articles Show Details
Chemical Name: (S)-2-methylamino-1-cyclohexyl-propane; hydrochloride
5
Reaxys Registry Number: 3910233
CAS Registry Number: 6192-98-9 Type of Substance: isocyclic Molecular Formula: C10H21N*ClH Linear Structure Formula: C10H21N*ClH Molecular Weight: 191.744
InChI Key: WLEGHNSHAIHZPS-FVGYRXGTSA-N
no reactions.
Physical Data (4)
2
Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-2-methylamino-1-cyclohexyl-propane; hydrochloride, (S)-2-Methylamino-1-cyclohexyl-propan; Hydrochlorid Physical Data Melting Point (2) Melting Point
Solvent (Melting Point)
Reference
138 - 139 °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
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ;
137.5 - 139 °C
Full Text Show Details
Optical Rotatory Power (2) 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=8
H2O
-14.4 deg
589 nm
20 °C
Reference Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
[alpha]
H2O
-14.7 deg
589 nm
Chemical Name: (R)-2-methylamino-1-cyclohexyl-propane; hydrochloride Reaxys Registry Number: 3910234
CAS Registry Number: 6192-96-7 Type of Substance: isocyclic Molecular Formula: C10H21N*ClH Linear Structure Formula: C10H21N*ClH Molecular Weight: 191.744
InChI Key: WLEGHNSHAIHZPS-SBSPUUFOSA-N
6
Synthesize | Hide Details Find similar Chemical Names and Synonyms (R)-2-methylamino-1-cyclohexyl-propane; hydrochloride, (R)-2-Methylamino-1-cyclohexyl-propan; Hydrochlorid
26 °C
no reactions.
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
Physical Data (4)
2
Physical Data Melting Point (2) Melting Point
Solvent (Melting Point)
Reference
138 - 139 °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
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ;
137.5 - 139 °C
Full Text Show Details
Optical Rotatory Power (2) 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=8
H2O
14.3 deg
589 nm
20 °C
Reference Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
[alpha]
H2O
14.7 deg
589 nm
Chemical Name: (+-)-2-methylamino-1-cyclohexyl-propane; hydrochloride Reaxys Registry Number: 3910235
CAS Registry Number: 1007-33-6 Type of Substance: isocyclic Molecular Formula: C10H21N*ClH Linear Structure Formula: C10H21N*ClH Molecular Weight: 191.744
InChI Key: WLEGHNSHAIHZPS-UHFFFAOYSA-N
7
26 °C
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
1 prep out of 2 reactions.
Synthesize | Hide Details Find similar Chemical Names and Synonyms (+-)-2-methylamino-1-cyclohexyl-propane; hydrochloride, (+-)-2-Methylamino-1-cyclohexyl-propan; Hydrochlorid, propylhexedrine hydrochloride, Propylhexedrin Identification Substance Label (1) Label
Reference
Tab. II
Thompson,W.E. et al.
Journal of Pharmaceutical Sciences, 1965 , vol. 54, p. 1819 - 1821 Full Text View citing articles Show Details
Physical Data Melting Point (2) Melting Point 127 - 128 °C
Solvent (Melting Point)
Reference Sinsheimer,J.E.; Smith,E.
Journal of Pharmaceutical Sciences, 1963 , vol. 52, p. 1080 - 1085 Full Text View citing articles Show Details
Identification Physical Data (2) Spectra (1)
4
127 - 128 °C
Zenitz; Macks; Moore
Journal of the American Chemical Society, 1947 , vol. 69, p. 1117,1120 Full Text Show Details
propan-2-ol diisopropyl ether
Spectra IR Spectroscopy (1) Description (IR Spectroscopy)
Reference
Bands
Thompson,W.E. et al.
Journal of Pharmaceutical Sciences, 1965 , vol. 54, p. 1819 - 1821 Full Text View citing articles Show Details
Chemical Name: (+-)-2-methylamino-1-cyclohexyl-propane; sulfate
no reactions.
Physical Data (1)
Reaxys Registry Number: 3722210
Type of Substance: isocyclic Molecular Formula: C10H21N*H2O4S Linear Structure Formula: C10H21N*H2O4S Molecular Weight: 253.363
InChI Key: JMPHZAWTNWOUJJ-UHFFFAOYSA-N 8
Synthesize | Hide Details Find similar Chemical Names and Synonyms (+-)-2-methylamino-1-cyclohexyl-propane; sulfate, (+-)-2-Methylamino-1-cyclohexyl-propan; Sulfat Physical Data Melting Point (1) Melting Point
Solvent (Melting Point)
Comment (Melting Point)
Reference
115 - 120 °C
ethanol diethyl ether
nach Sintern bei 100grad.
Smith, Kline and French Labor.
Patent: US2454746 , 1947 ; Full Text Show Details
1