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Cocaine

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Definition: An alkaloid ester extracted from the leaves of plants including coca. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is a drug of abuse. Cocaine, like amphetamines, acts by multiple mechanisms on brain catecholaminergic neurons; the mechanism of its reinforcing effects is thought to involve inhibition of dopamine uptake.  cocaine derivatives   
Pharmacological Action Anesthetics, Local; Dopamine Uptake Inhibitors; Vasoconstrictor Agents
Examples Crack Cocaine 		Other names Hydrochloride, Cocaine; HCl, Cocaine; Cocaine Hydrochloride; Cocaine HCl
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
methyl-8-((2-(fluoromethyl)cyclopropyl)methyl)-3-phenyl-8-azabicyclo(3.2.1)octane-2-carboxylate  0   Cocaine/*analogs & derivatives Fluorine Radioisotopes. ChemMedChem 2010 Oct 4;5(10):1686-8
3-(4-(4-cyclohexylpiperazin-1-yl)butyl)benzo(d)thiazole-2(3H)-thione  0   *Piperazines *Sulfur Compounds Cocaine/antagonists & inhibitors. Pharmacol Exp Ther. 2010 May;333(2):491-500
2-carbomethoxy-3-(3'-iodophenyl)tropane  0   Cocaine/*analogs & derivatives Iodine Radioisotopes. Nucl Med Biol 2008 Jan;35(1):53-9
3-(4'-azido-3'-iodobiphenyl-4-yl)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. J Med Chem 2006 Nov 2;49(22):6621-5
4,5,6,7,8,9,10,11,13,17a,18,19,20,21,22,22a-hexadecahydro-23-methyl-14,17-etheno-19,22-imino-1H-cyclohept(c)(1,9)oxaazacyclononadecine-3,12-dione  0   Cocaine/*analogs & derivatives. J Med Chem 2006 Jul 27;49(15):4589-94
5,6,7,8,10,14a,15,16,17,18,19,19a-dodecahydro-20-methyl-11,14-etheno-16,19-iminocyclohept(c)(1,9)oxaazacyclohexadecine-3,9(1H,4H)-dione  0   Cocaine/*analogs & derivatives. J Med Chem 2006 Jul 27;49(15):4589-94
8-((E)-4-fluoro-but-2-enyl)-3beta-p-tolyl-8-aza-bicyclo(3.2.1)octane-2beta-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. Bioorg Med Chem. 2006 Feb 15;14(4):1115-25
7-methyl-3-(4-iodo)phenyltropane-2-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. Eur J Med Chem 2005 Mar;40(3):299-304
6-methyl-3-(4-iodo)phenyltropane-2-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. Eur J Med Chem 2005 Mar;40(3):299-304
3-(3-fluoro-4-methylphenyl)nortropane-2-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. J Med Chem 2005 Jun 2;48(11):3852-7
N-(2-fluoroethyl)-3beta-(4-iodophenyl)-8-methyl-8-azabicyclo(3.2.1)octane-2alpha-carboxamide  0   Cocaine/*analogs & derivatives. Acta Crystallogr C. 2004 Feb;60(Pt 2):o118-9
cocaine N-oxide  0   Cocaine/*analogs & derivatives. Anal Chem. 2003 Aug 15;75(16):4335-40
anhydroecgonine methyl ester N-oxide  0   Cocaine/*analogs & derivatives. J Mass Spectrom 2002 May;37(5):525-32
8-methyl-3-(4-methylphenyl)tropane--2-carboxylic acid N-methyl-N-(4-nitrobenzo-2-oxa-1,3-diazol-7-yl)ethanolamine ester  0   Cocaine/*analogs & derivatives. J Biol Chem 2001 Feb 16;276(7):4717-23
4-hydroxybenzoylecgonine  0   Cocaine/*analogs & derivatives. J Anal Toxicol 2000 Oct;24(7):482-8
3beta-(4-fluoromethylphenyl)tropane-2beta-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives Fluorine Radioisotopes. Nucl Med Biol 1999 Jul;26(5):529-35
3beta-(2-fluoromethylphenyl)tropane-2beta-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives Fluorine Radioisotopes. Nucl Med Biol 1999 Jul;26(5):529-35
(4'-isopropenyl-phenyl)nortropane-2-beta-carboxylic acid methylester  0   Cocaine/*analogs & derivatives. Nucl Med Biol 1999 Jul;26(5):491-9
4'-isopropylnortropane-2-beta-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. Nucl Med Biol 1999 Jul;26(5):491-9
3-beta-(4'-n-propyl)nortropane-2-beta-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. Nucl Med Biol 1999 Jul;26(5):491-9
RTI 117  0   Cocaine/*analogs & derivatives. Behav Brain Res 1999 Mar;99(2):201-8
tropoxene  0   Cocaine/*analogs & derivatives. Synapse 1999 Oct;34(1):20-7
8-oxanorcocaine  0   Cocaine/*analogs & derivatives. Bioorg Med Chem Lett 1999 Jul 5;9(13):1831-6
ecgonidine  0   Cocaine. J Mass Spectrom 1999 Jun;34(6):651-60
RTI-113  0   Cocaine/*analogs & derivatives. Synapse 1998 Sep;30(1):49-55
cocaine benzoyl thioester  0   *Cocaine. Chem Res Toxicol 1998 Aug;11(8):895-901
3-((2'-hydroxy-4'-iodobenzoyl)oxy)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylic acid isopropyl ester  0   Cocaine/*analogs & derivatives. J Med Chem 1998 Jun 18;41(13):2380-9
4'-iodococaine  0   Cocaine/*analogs & derivatives. J Med Chem 1998 Jun 18;41(13):2380-9
2-propanoyl-3-(2-naphthyl)-tropane  0   Cocaine/*analogs & derivatives. J Pharmacol Exp Ther 1998 Jun;285(3):1246-54
3-(4-ethyl-3-iodophenyl)nortropane-2-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives Ligands. J Med Chem 1997 Nov 21;40(24):3861-4
RTI 352  0   Cocaine/*analogs & derivatives. Synapse 1997 Apr;25(4):389-92
RTI 130  0   Cocaine/*analogs & derivatives. Eur J Pharmacol 1996 Sep 12;311(2-3):109-14
trimethylstannyl-(2-carbomethoxy-3-(4-phenyl)tropane)  0   *Trimethyltin Compounds Cocaine/*analogs & derivatives Tin. Nucl Med Biol 1995 Nov;22(8):959-64
N-iodoallyl-2-carbomethoxy-3-(4-fluorophenyl)tropane  0   Cocaine/*analogs & derivatives Iodine Radioisotopes. J Nucl Med 1996 Jul;37(7):1197-202
dichloropane  146725-34-0   Cocaine/*analogs & derivatives Carbon Radioisotopes. J Nucl Med 1996 Jul;37(7):1186-92
4'-phenylcocaine  0   Cocaine/*analogs & derivatives. Neuroreport 1996 Jan 31;7(2):617-21
noranhydroecgonine  0   Cocaine/*analogs & derivatives. Neurochem Res 1995 Sep;20(9):1089-94
2'-fluoroethyl 8-methyl-3-(4-chlorophenyl)-8-azabicyclo(3.2.1)octane-2-carboxylate  0   Cocaine/*analogs & derivatives Fluorine Radioisotopes. Appl Radiat Isot 1995 Aug;46(8):765-70
2'-fluoroethyl 8-methyl-3-(4-methylphenyl)-8-azabicyclo(3.2.1)octane-2-carboxylate  0   Cocaine/*analogs & derivatives Fluorine Radioisotopes. Appl Radiat Isot 1995 Aug;46(8):765-70
difluoropine  156774-35-5   Cocaine/*analogs & derivatives. J Med Chem 1994 Jun 24;37(13):2001-10
2-propanoyl-3-(4-tolyl)tropane  152783-29-4   Cocaine/*analogs & derivatives. Life Sci 1994;54(26):PL511-7
N-nor-3-(4'-iodophenyl)tropane-2-carboxylic acid methyl ester  136794-87-1   Cocaine/*analogs & derivatives. J Med Chem 1994 Apr 15;37(8):1220-3
N-nor-3-(4'-ethylphenyl)tropane-2-carboxylic acid methyl ester  0   Cocaine/*analogs & derivatives. J Med Chem 1994 Apr 15;37(8):1220-3
4'-fluorococaine  134507-62-3   Cocaine/*analogs & derivatives. J Neurochem 1994 Mar;62(3):1154-5
3-hydroxybenzoylecgonine  129944-99-6   Cocaine/*analogs & derivatives. J Anal Toxicol 1993 Oct;17(6):348-52
methyl 3-benzoyloxy-7-methoxy-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylate  152231-27-1   Cocaine/*analogs & derivatives. J Med Chem 1993 Nov 26;36(24):3975-7
ethyl ecgonine  70939-97-8   Cocaine/*analogs & derivatives. Schweiz Rundsch Med Prax 1993 Apr 13;82(15):441-6
3-(4-iodophenyl)tropan-2beta-carboxylic acid phenyl ester  146145-22-4 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-iodophenyl)-8-methyl-, phenyl ester, (1R-(exo,exo))  Cocaine/*analogs & derivatives. Neuroreport 1992 Nov;3(11):969-72
RTI 121  146145-21-3 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-iodophenyl)-8-methyl-, 1-methylethyl ester, (1R-(exo,exo))  Cocaine/*analogs & derivatives. Neuroreport 1992 Nov;3(11):969-72
norcocaethylene  137220-02-1   Cocaine/*analogs & derivatives. Toxicol Appl Pharmacol 1992 Nov;117(1):1-8
RTI 82  141782-67-4 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-chlorophenyl)-8-methyl-, 2-(4-azido-3-iodophenyl)ethyl ester, (exo,exo)  *Azides Cocaine/*analogs & derivatives. Brain Res 1992 Mar 27;576(1):173-4
cocaine methiodide  5937-29-1   Cocaine/*analogs & derivatives. Eur J Pharmacol 1992 Mar 17;213(1):99-105
N-formylnorcocaine  137360-14-6   Cocaine/*analogs & derivatives. Analyst 1991 Oct;116(10):1063-5
N-benzoylnormethylecgonine  17366-44-8   Cocaine/*analogs & derivatives. Analyst 1991 Oct;116(10):1063-5
3-iodo-4-azidococaine  140430-72-4   Cocaine/*analogs & derivatives Iodine Radioisotopes. Proc Natl Acad Sci USA 1992 Feb 15;89(4):1393-7
RTI 55  133647-95-7   Cocaine/*analogs & derivatives Iodine Radioisotopes.
Pharma Action Radiopharmaceuticals 		Eur J Pharmacol 199;194(1):133
anhydroecgonine methyl ester  43021-26-7   Cocaine/*analogs & derivatives. J Anal Toxicol 1990;14(6):353
3-(4-chlorophenyl)tropane-2-carboxylic acid methyl ester  130342-80-2   Cocaine/*analogs & derivatives. Eur J Pharmacol 1990;184(2-3:329
RTI-COC 32  130342-81-3   Cocaine/*analogs & derivatives. Eur J Pharmacol 1990;184(2-3):329
cocaethylene  529-38-4   Cocaine/*analogs & derivatives.
Pharma Action Dopamine Uptake Inhibitors 		Science 1990;250(4982):758
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