Reaxys
PubChem
eMolecules
Reactions (1)
Substances (5)
Citations (34)
Structure
Structure/Compound Data Chemical Name: fencamfamine Reaxys Registry Number: 2646691
CAS Registry Number: 1209-98-9 Type of Substance: isocyclic Molecular Formula: C15H21N Linear Structure Formula: C15H21N Molecular Weight: 215.338 InChI Key: IKFBPFGUINLYQI-UHFFFAOYSA-N
1
N° of preparations All Preps | All Reactions 1 prep out of 1 reactions.
Synthesize | Hide Details Find similar Chemical Names and Synonyms fencamfamine, norcamphane, fencamfamin, 2-Aethylamino-3-phenyl-bicyclo<2.2.1>heptan, 2-Phenyl-3-ethylaminobicyclo<2.2.1>heptan, 2Ethylamino-3-phenyl-norcamphan, N-ethyl-3-phenyl-norbornan-2-amine Identification Substance Label (3) Label
Reference
Fencamf
Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.
Journal of Pharmacology and Experimental Therapeutics, 2006 , vol. 317, # 3 p. 1088 - 1096 Title/Abstract Full Text View citing articles Show Details
6
Kalix
Arzneimittel-Forschung/Drug Research, 1986 , vol. 36, # 7 p. 1019 - 1021 Title/Abstract Full Text View citing articles Show Details
Available Data
N° of ref.
Identification Physical Data (3) Spectra (5) Bioactivity (7)
31
Merck AG
Patent: DE1110159 , 1959 ; Chem.Abstr., 1962 , vol. 56, # 2352 Full Text Show Details
2
Patent-Specific Data (1) Location in Patent
Reference
Claim
Loikits; Daniel J.
Patent: US5847246 A1, 1998 ; Title/Abstract Full Text Show Details
Pharmaquest Ltd.
Patent: US6217904 B1, 2001 ; Title/Abstract Full Text Show Details
Asahi Kasei Kogyo Kabushiki Kaisha
Patent: US6034283 A1, 2000 ; Title/Abstract Full Text Show Details
Derivative (3) Comment (Derivative)
Reference
Hydrochlorid: F:222grad
Miles Laboratories Inc.
Patent: US3689555 , 1970 ; Chem.Abstr., vol. 78, # 15834 Full Text Show Details
Hydrochlorid: F: 192grad
Merck
Patent: DE1219478 , 1966 ; Chem.Abstr., 1966 , vol. 65, # 12136a Full Text Show Details
Hydrochlorid. mp:192grad<aus Aceton>
Merck AG
Patent: DE1110159 , 1959 ; Chem.Abstr., 1962 , vol. 56, # 2352 Full Text Show Details
Physical Data Boiling Point (1) Boiling Point
Pressure (Boiling Point)
Reference
128 - 131 °C
0.1 Torr
Merck AG
Patent: DE1110159 , 1959 ; Chem.Abstr., 1962 , vol. 56, # 2352 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
Further Information (1) Description (Further Information)
Reference
Further information
Miles Laboratories Inc.
Patent: US3689555 , 1970 ; Chem.Abstr., vol. 78, # 15834 Full Text Show Details
Spectra
Mass Spectrometry (5) 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
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
Gros et al.
Anales de la Asociacion Quimica Argentina (1921-2001), 1977 , vol. 65, p. 187,192 Full Text Show Details
Bioactivity Pharmacological Data (7) 1 of 7
Comment (Pharmacological Data)
Bioactivities present
Reference
Loikits; Daniel J.
Patent: US5847246 A1, 1998 ; Title/Abstract Full Text Show Details
Pharmaquest Ltd.
Patent: US6217904 B1, 2001 ; Title/Abstract Full Text Show Details
Asahi Kasei Kogyo Kabushiki Kaisha
Patent: US6034283 A1, 2000 ; Title/Abstract Full Text Show Details
Merck
Patent: DE1219478 , 1966 ; Chem.Abstr., 1966 , vol. 65, # 12136a Full Text Show Details
Merck AG
Patent: DE1110159 , 1959 ; Chem.Abstr., 1962 , vol. 56, # 2352 Full Text Show Details
Gros et al.
Anales de la Asociacion Quimica Argentina (1921-2001), 1977 , vol. 65, p. 187,192 Full Text Show Details
Miles Laboratories Inc.
Patent: US3689555 , 1970 ; Chem.Abstr., vol. 78, # 15834 Full Text Show Details
Kohnen, R.
Arzneimittel Forschung, 1982 , vol. 32, # 8 p. 866 - 867 Title/Abstract Full Text Show Details
Kalix
Arzneimittel-Forschung/Drug Research, 1986 , vol. 36, # 7 p. 1019 - 1021 Title/Abstract Full Text View citing articles Show Details
Krueger; Kohnen; Lienert
Arzneimittel-Forschung/Drug Research, 1980 , vol. 30, # 8 p. 1238 - 1239 Title/Abstract Full Text View citing articles Show Details
Tirelli; Witkin
Journal of Pharmacology and Experimental Therapeutics, 1995 , vol. 273, # 1 p. 7 - 16 Title/Abstract Full Text View citing articles Show Details
Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.
Journal of Pharmacology and Experimental Therapeutics, 2006 , vol. 317, # 3 p. 1088 - 1096
Title/Abstract Full Text View citing articles 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
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
Alves, Cilene R.R; Delucia, Roberto; Silva, M.Teresa A
Progress in Neuro-Psychopharmacology and Biological Psychiatry, 2002 , vol. 26, # 6 p. 1089 - 1093 Title/Abstract Full Text View citing articles Show Details
Ferreira, M. Pinto; DeLucia; Aizenstein, M. Luiz; Glezer; Scavone
Journal of Neural Transmission, 1998 , vol. 105, # 6-7 p. 549 - 560 Title/Abstract Full Text View citing articles Show Details
Planeta; DeLucia; Aizenstein
Brazilian Journal of Medical and Biological Research, 1995 , vol. 28, # 6 p. 667 - 670 Title/Abstract Full Text View citing articles Show Details
Suchocki; May; Martin; George
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1003 - 1010 Title/Abstract Full Text Show Details
Madras; Fahey; Bergman; Canfield; Spealman
Journal of Pharmacology and Experimental Therapeutics, 1989 , vol. 251, # 1 p. 131 - 141 Title/Abstract Full Text View citing articles Show Details
Delbeke; Debackere
Biopharmaceutics and Drug Disposition, 1981 , vol. 2, # 1 p. 17 - 30 Title/Abstract Full Text View citing articles Show Details
2 of 7
3 of 7
Comment (Pharmacological Data)
Bioactivities present
Reference
Type: Review, Lab: EFF_071212, Owner: EFFECT, Number: 000, Revision: 07.12.2012 00:00:00 2012 Full Text Show Details
Clarke's Analysis of Drugs and Poisons Full Text Show Details
http://www2.siri.org/msds/tox/f/q82/q637.html Full Text 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
Welter-Luedeke, Jessica; Maurer, Hans H.
Therapeutic Drug Monitoring, 2016 , vol. 38, # 1 p. 4 - 11 Title/Abstract Full Text View citing articles Show Details
Cho, Hyejin; Schäfer, Christian; Török, Béla
Current Organic Synthesis, 2016 , vol. 13, # 2 p. 255 - 277 Title/Abstract Full Text View citing articles Show Details
Steger, Julia; Arnhard, Kathrin; Haslacher, Sandra; Geiger, Klemens; Singer, Klaus; Schlapp, Michael; Pitterl, Florian; Oberacher, Herbert
Electrophoresis, 2016 , vol. 37, # 7-8 p. 1085 - 1094 Title/Abstract Full Text View citing articles Show Details
Arredondo, Nora Londoño; Sañudo, Jorge Palacio; Barros, Carlos Acosta; Acosta, Fernando Juárez; Aguirre-Acevedo, Daniel
Salud Uninorte, 2016 , vol. 32, # 1 p. 11 - 24 Title/Abstract Full Text View citing articles Show Details
Pitterl, Florian; Köb, Sebastian; Pitterle, Johanna; Steger, Julia; Oberacher, Herbert
LC-GC Europe, 2016 , vol. 29, # 8 p. 419 - 427 Title/Abstract Full Text View citing articles 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
Effect (Pharmacological Data)
drug interaction
Species or TestSystem (Pharmacological Data)
Sprague-Dawley rat
Sex
male
Route of Application
intraperitoneal
Concentration (Pharmacological Data)
Ca. 1.5 - 12 μmol/kg
Method (Pharmacological Data)
rats trained to discriminate cocaine (29.4 μmol/kg, i.p.) from saline treated with title comp.; 5 or 15 min after rats tested in two-lever operant-conditioning chambers
Further Details
further studies: title comp. dosed with cocaine (ca. 3-30 μmol/kg)
(Pharmacological Data)
4 of 7
5 of 7
6 of 7
7 of 7
Type (Pharmacological Data)
ED50
Value of Type (Pharmacological Data)
3.28 μmol/kg
Results
title comp. engendered dose-related increases in percent of responses on cocaine-appropriate lever; title comp. in combination with cocaine produced sign. greater effect
Reference
Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.
Journal of Pharmacology and Experimental Therapeutics, 2006 , vol. 317, # 3 p. 1088 - 1096 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
behavioural symptoms
Endpoint of Effect (Pharmacological Data)
gnawing in 50 percent of mice
Species or TestSystem (Pharmacological Data)
C57BL/6J mouse
Sex
male
Route of Application
intraperitoneal
Concentration (Pharmacological Data)
0 - 60 mg/kg
Kind of Dosing (Pharmacological Data)
as hydrochloride
Method (Pharmacological Data)
in vivo; 21-to 32-g mice housed in groups of 4 in dimly illuminated and quiet testing room with free access to food and water; gnawing upon corrugated packing paper was behavioral measure (8 mice per dose, 75 min after drug administration)
Type (Pharmacological Data)
ED50
Value of Type (Pharmacological Data)
11.9 mg/kg
Results
graded and quantal dose-response curves; produced dose-dependent increase in gnawing (max. effect at 20 mg/kg)
Reference
Tirelli; Witkin
Journal of Pharmacology and Experimental Therapeutics, 1995 , vol. 273, # 1 p. 7 - 16 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
Comment (Pharmacological Data)
"general well-being"-data / single factor ANOVA: p < 1percent and "general well-being"-data at interaction of antidepressive and antipsychotic drugs / two-factor ANOVA fencamfamin x oxazolam: p < 5percent; healthy men
Reference
Kohnen, R.
Arzneimittel Forschung, 1982 , vol. 32, # 8 p. 866 - 867 Title/Abstract Full Text Show Details
Comment (Pharmacological Data)
effect on the experience of noise by human in dose 10 mg
Reference
Krueger; Kohnen; Lienert
Arzneimittel-Forschung/Drug Research, 1980 , vol. 30, # 8 p. 1238 - 1239 Title/Abstract Full Text View citing articles Show Details
Reaxys Registry Number: 4250127
CAS Registry Number: 131348-03-3 Type of Substance: isocyclic Molecular Formula: C15H21N Linear Structure Formula: C15H21N Molecular Weight: 215.338 InChI Key: IKFBPFGUINLYQI-YJNKXOJESA-N
no reactions.
Identification Bioactivity (2)
2
Bioactivity (1)
2
2
Synthesize | Hide Details Find similar
Identification Substance Label (1) Label
Reference
(+/-)-31
Suchocki, John A.; May, Everette L.; Martin, Thomas J.; George, Clifford; Martin, Billy R.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1003 - 1010 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
Suchocki, John A.; May, Everette L.; Martin, Thomas J.; George, Clifford; Martin, Billy R.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1003 - 1010 Title/Abstract Full Text View citing articles Show Details
Suchocki; May; Martin; George
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1003 - 1010 Title/Abstract Full Text Show Details
Comment (Pharmacological Data)
nicotinic antagonism (stimulant)
Reference
Suchocki, John A.; May, Everette L.; Martin, Thomas J.; George, Clifford; Martin, Billy R.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1003 - 1010 Title/Abstract Full Text View citing articles Show Details
Chemical Name: Fencamfamine hydrochloride Reaxys Registry Number: 24297077
Molecular Formula: C15H21N*ClH Linear Structure Formula: C15H21N*ClH Molecular Weight: 251.799 InChI Key: CVFSMSTXULJISA-UHFFFAOYSA-N
3
Synthesize | Hide Details Find similar Chemical Names and Synonyms Fencamfamine hydrochloride Bioactivity
no reactions.
Pharmacological Data (1) 1 of 1
Comment (Pharmacological Data)
Bioactivities present
Reference
Spencer
British journal of pharmacology and chemotherapy, 1965 , vol. 25, # 2 p. 442 - 455 Title/Abstract Full Text Show Details
Type: Review, Lab: EFF_071212, Owner: EFFECT, Number: 000, Revision: 07.12.2012 00:00:00 2012 Full Text Show Details
Chemical Name: 2-exo-3-endo-Fencamfamin
4
no reactions.
Reaxys Registry Number: 6845626
Type of Substance: isocyclic Molecular Formula: C15H21N Linear Structure Formula: C15H21N Molecular Weight: 215.338 InChI Key: IKFBPFGUINLYQI-LXTVHRRPSA-N
Identification Spectra (3)
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-exo-3-endo-Fencamfamin Identification Substance Label (1) Label
Reference
1b
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 - 298 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (3) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Comment (NMR Spectroscopy)
Chemical shifts
1H
CDCl3
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 298 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
CDCl3
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 298 Title/Abstract Full Text View citing articles Show Details
Spin-spin coupling constants
CDCl3
1H-1H
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 298 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2-endo-3-exo-Fencamfamin Reaxys Registry Number: 6845627
Type of Substance: isocyclic Molecular Formula: C15H21N Linear Structure Formula: C15H21N
Reference
no reactions.
Identification Spectra (3)
1
Molecular Weight: 215.338 InChI Key: IKFBPFGUINLYQI-GBJTYRQASA-N 5
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-endo-3-exo-Fencamfamin Identification Substance Label (1) Label
Reference
1a
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 - 298 Title/Abstract Full Text View citing articles Show Details
Spectra NMR Spectroscopy (3) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Chemical shifts
1H
CDCl3
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 298 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
CDCl3
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 298 Title/Abstract Full Text View citing articles Show Details
Spin-spin coupling constants
CDCl3
Comment (NMR Spectroscopy)
1H-1H
Reference
Rucker; Neugebauer; Vollberg
Archiv der Pharmazie, 1994 , vol. 327, # 5 p. 295 298 Title/Abstract Full Text View citing articles Show Details