4'-Fluorococaine

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4'-Fluorococaine

Systematic (IUPAC) name
methyl (1R,2R,3S,5S)-3-(4-fluorobenzoyloxy)-8-methyl-8-azabicyclo[3.2.1] octane-2-carboxylate
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	134507-62-3
ATC code	?
PubChem	CID 126112
ChemSpider	112124^Y
Chemical data
Formula	C₁₇H₂₀F N O₄
Mol. mass	321.343
SMILES	eMolecules & PubChem
InChI InChI=1S/C17H20FNO4/c1-19-12-7-8-13(19)15(17(21)22-2)14(9-12)23-16(20)10-3-5-11(18)6-4-10/h3-6,12-15H,7-9H2,1-2H3/t12-,13-,14-,15+/m0/s1^Y Key:JRPRINGETIYVSV-ZQDZILKHSA-N^Y
Y (what is this?) (verify)

4'-Fluorococaine is a tropane derivative drug which is a synthetic analogue of cocaine. Unlike related compounds such as the corresponding 4'-fluorophenyltropane derivative CFT and the 2'-hydroxy analogue salicylmethylecgonine, 4'-fluorococaine has only around the same potency as cocaine as an inhibitor of dopamine reuptake, but conversely it is a much stronger serotonin reuptake inhibitor than cocaine, resulting in a significantly altered pharmacological profile in animal studies.^[1]

References

^ Gatley, SJ; Yu, DW; Fowler, JS; MacGregor, RR; Schlyer, DJ; Dewey, SL; Wolf, AP; Martin, T et al (1994). "Studies with differentially labeled 11Ccocaine, 11Cnorcocaine, 11Cbenzoylecgonine, and 11C- and 4'-18Ffluorococaine to probe the extent to which 11Ccocaine metabolites contribute to PET images of the baboon brain". Journal of Neurochemistry 62 (3): 1154–62. doi:10.1046/j.1471-4159.1994.62031154.x. PMID 8113802.

v t e Stimulants (N06B)

Adamantanes	Adaphenoxate Adapromine Amantadine Bromantane Chlodantane Gludantane Memantine Midantane

Adenosine antagonists	8-Chlorotheophylline 8-Cyclopentyltheophylline 8-Phenyltheophylline Aminophylline Caffeine CGS-15943 Dimethazan Paraxanthine SCH-58261 Theobromine Theophylline

Alkylamines	Cyclopentamine Cypenamine Cyprodenate Heptaminol Isometheptene Methylhexaneamine Octodrine Propylhexedrine Tuaminoheptane

Arylcyclohexylamines	Benocyclidine Dieticyclidine Esketamine Eticyclidine Gacyclidine Ketamine Phencyclamine Phencyclidine Rolicyclidine Tenocyclidine Tiletamine

Benzazepines	6-Br-APB SKF-77434 SKF-81297 SKF-82958

Cholinergics	A-84,543 A-366,833 ABT-202 ABT-418 AR-R17779 Altinicline Anabasine Arecoline Cotinine Cytisine Dianicline Epibatidine Epiboxidine GTS-21 Ispronicline Nicotine PHA-543,613 PNU-120,596 PNU-282,987 Pozanicline Rivanicline Sazetidine A SIB-1553A SSR-180,711 TC-1698 TC-1827 TC-2216 TC-5619 Tebanicline UB-165 Varenicline WAY-317,538

Convulsants	Anatoxin-a Bicuculline DMCM Flurothyl Gabazine Pentetrazol Picrotoxin Strychnine Thujone

Eugeroics	Adrafinil Armodafinil CRL-40941 Modafinil

Oxazolines	4-Methylaminorex Aminorex Clominorex Cyclazodone Fenozolone Fluminorex Pemoline Thozalinone

Phenethylamines	1-(4-Methylphenyl)-2-aminobutane 1-Phenyl-2-(piperidin-1-yl)pentan-3-one 1-Methylamino-1-(3,4-methylenedioxyphenyl)propane 2-Fluoroamphetamine 2-Fluoromethamphetamine 2-OH-PEA 2-Phenyl-3-aminobutane 2-Phenyl-3-methylaminobutane 2,3-MDA 3-Fluoroamphetamine 3-Fluoroethamphetamine 3-Fluoromethcathinone 3-Methoxyamphetamine 3-Methylamphetamine 3,4-DMMC 4-BMC 4-Ethylamphetamine 4-FA 4-FMA 4-MA 4-MMA 4-MTA 6-FNE Alfetamine a-Ethylphenethylamine Amfecloral Amfepentorex Amfepramone Amidephrine Amphetamine (Dextroamphetamine, Levoamphetamine) Amphetaminil Arbutamine ß-Methylphenethylamine ß-Phenylmethamphetamine Benfluorex Benzedrone Benzphetamine BDB BOH BPAP Buphedrone Bupropion Butylone Cathine Cathinone Chlorphentermine Cinnamedrine Clenbuterol Clobenzorex Cloforex Clortermine D-Deprenyl Denopamine Dimethoxyamphetamine Dimethylamphetamine Dimethylcathinone Dobutamine DOPA (Dextrodopa, Levodopa) Dopamine Dopexamine Droxidopa EBDB Ephedrine Epinephrine Epinine Etafedrine Ethcathinone Ethylamphetamine Ethylnorepinephrine Ethylone Etilefrine Famprofazone Fenbutrazate Fencamine Fenethylline Fenfluramine (Dexfenfluramine, Levofenfluramine) Fenmetramide Fenproporex Flephedrone Fludorex Furfenorex Gepefrine Hexapradol HMMA Hordenine Hydroxyamphetamine Ibopamine IMP Indanylamphetamine Iofetamine Isoetarine Isoethcathinone Isoprenaline L-Deprenyl (Selegiline) Lefetamine Lisdexamfetamine Lophophine Manifaxine MBDB MDA MDBU MDEA MDMA MDMPEA MDOH MDPR MDPEA Mefenorex Mephedrone Mephentermine Metanephrine Metaraminol Methamphetamine (Dextromethamphetamine, Levomethamphetamine) Methoxamine Methoxyphenamine MMA Methcathinone Methedrone Methoxyphenamine Methylone MMDA MMDMA MMMA Morazone N-Benzyl-1-phenethylamine N,N-Dimethylphenethylamine Naphthylamphetamine Nisoxetine Norepinephrine Norfenefrine Norfenfluramine Normetanephrine L-Norpseudoephedrine Octopamine Orciprenaline Ortetamine Oxilofrine PBA PCA PHA Pargyline Pentorex Pentylone Phenatine Phendimetrazine Phenmetrazine Phenpromethamine Phentermine Phenylalanine Phenylephrine Phenylpropanolamine Pholedrine PIA PMA PMEA PMMA PPAP Prenylamine Propylamphetamine Pseudoephedrine Pseudophenmetrazine Radafaxine Ropinirole Salbutamol (Levosalbutamol) Sibutramine Synephrine Theodrenaline Tiflorex Tranylcypromine Tyramine Tyrosine Xamoterol Xylopropamine Zylofuramine

Piperazines	2C-B-BZP BZP CM156 DBL-583 GBR-12783 GBR-12935 GBR-13069 GBR-13098 GBR-13119 MeOPP MBZP Vanoxerine

Piperidines	1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine 1-(3,4-Dichlorophenyl)-1-(piperidin-2-yl)butane 2-Benzylpiperidine 2-Methyl-3-phenylpiperidine 3,4-Dichloromethylphenidate 4-Benzylpiperidine 4-Methylmethylphenidate Desoxypipradrol Difemetorex Diphenylpyraline Ethylphenidate Methylnaphthidate Methylphenidate (Dexmethylphenidate) N-Methyl-3ß-propyl-4ß-(4-chlorophenyl)piperidine Nocaine Phacetoperane Pipradrol SCH-5472

Pyrrolidines	2-Diphenylmethylpyrrolidine a-PPP a-PBP a-PVP Diphenylprolinol MDPPP MDPBP MDPV MPBP MPHP MPPP MOPPP Naphyrone PEP Prolintane Pyrovalerone

Tropanes	3-CPMT 3'-Chloro-3a-(diphenylmethoxy)tropane 3-Pseudotropyl-4-fluorobenzoate 4'-Fluorococaine AHN-1055 Altropane (IACFT) Brasofensine CFT (WIN 35,428) ß-CIT (RTI-55) Cocaethylene Cocaine Dichloropane (RTI-111) Difluoropine FE-ß-CPPIT FP-ß-CPPIT Ioflupane (¹²³I) Norcocaine PIT PTT RTI-31 RTI-32 RTI-51 RTI-105 RTI-112 RTI-113 RTI-117 RTI-120 RTI-121 (IPCIT) RTI-126 RTI-150 RTI-154 RTI-171 RTI-177 RTI-183 RTI-193 RTI-194 RTI-199 RTI-202 RTI-204 RTI-229 RTI-241 RTI-336 RTI-354 RTI-371 RTI-386 Salicylmethylecgonine Tesofensine Troparil (ß-CPT, WIN 35,065-2) Tropoxane WF-23 WF-33 WF-60

Others	1-(Thiophen-2-yl)-2-aminopropane 2-Amino-1,2-dihydronaphthalene 2-Aminoindane 2-Aminotetralin 2-MDP 2-Phenylcyclohexylamine 2-Phenyl-3,6-dimethylmorpholine 3-Benzhydrylmorpholine 3,3-Diphenylcyclobutanamine 5-(2-Aminopropyl)indole 5-Iodo-2-aminoindane AL-1095 Amfonelic acid Amineptine Amiphenazole Atipamezole Atomoxetine Bemegride Benzydamine BTQ BTS 74,398 Camfetamine Carphedon Ciclazindol Cilobamine Clofenciclan Cropropamide Crotetamide Cypenamine D-161 Diclofensine Dimethocaine Efaroxan Etamivan EXP-561 Fencamfamine Fenpentadiol Feprosidnine G-130 Gamfexine Gilutensin GSK1360707F GYKI-52895 Hexacyclonate Idazoxan Indanorex Indatraline JNJ-7925476 JZ-IV-10 Lazabemide Leptacline Levopropylhexedrine Lomevactone LR-5182 Mazindol Meclofenoxate Medifoxamine Mefexamide Mesocarb Methastyridone Methiopropamine N-Methyl-3-phenylnorbornan-2-amine Nefopam Nikethamide Nomifensine O-2172 Oxaprotiline Phthalimidopropiophenone PNU-99,194 Propylhexedrine PRC200-SS Rasagiline Rauwolscine Rubidium chloride Setazindol Tametraline Tandamine Trazium UH-232 Yohimbine

See also Sympathomimetic amines

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