2β-Propanoyl-3β-(2-naphthyl)-tropane
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Pharmacokinetic data | |
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Bioavailability | high |
Metabolism | slow |
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IUPAC name
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PubChem CID | |
ChemSpider | |
Chemical and physical data | |
Formula | C21H25NO |
Molar mass | 307.437 g·mol−1 |
3D model (JSmol) | |
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2β-Propanoyl-3β-(2-naphthyl)-tropane or WF-23 is a cocaine analogue. It is claimed to be several hundred times more potent than cocaine at being a serotonin-norepinephrine-dopamine reuptake inhibitor.[1]
As can be seen on PubMed, these acyl substituted phenyltropanes are highly potent MAT inhibitors and also have a very long half-life, spanning perhaps at least a few days.[2] [3]
See also[]
External links[]
- (Satendra Singh, 2000) Page 16-17
References[]
- ^ U.S. Patent 6,008,227
- ^ Bennett BA, Wichems CH, Hollingsworth CK, Davies HM, Thornley C, Sexton T, Childers SR (March 1995). "Novel 2-substituted cocaine analogs: uptake and ligand binding studies at dopamine, serotonin and norepinephrine transport sites in the rat brain". The Journal of Pharmacology and Experimental Therapeutics. 272 (3): 1176–86. PMID 7891330.
- ^ Daunais JB, Hart SL, Smith HR, Letchworth SR, Davies HM, Sexton T, et al. (June 1998). "Long-acting blockade of biogenic amine transporters in rat brain by administration of the potent novel tropane 2beta-propanoyl-3beta-(2-Naphthyl)-tropane". The Journal of Pharmacology and Experimental Therapeutics. 285 (3): 1246–54. PMID 9618429.
Stimulants | |
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Adamantanes |
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Adenosine antagonists |
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Alkylamines |
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Ampakines | |
Arylcyclohexylamines |
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Benzazepines |
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Cathinones |
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Cholinergics |
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Convulsants |
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Eugeroics |
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Oxazolines |
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Phenethylamines |
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Phenylmorpholines |
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Piperazines | |
Piperidines |
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Pyrrolidines | |
Racetams |
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Tropanes |
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Tryptamines | |
Others |
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ATC code: N06B |
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DAT (DRIs) |
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NET (NRIs) |
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VMATs |
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See also: Receptor/signaling modulators • Monoamine releasing agents • Adrenergics • Dopaminergics • Serotonergics • Monoamine metabolism modulators • Monoamine neurotoxins |
Phenyltropanes (classifications) | |
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2-Carboxymethyl Esters | |
(3,4-Disubstituted Phenyl)-tropanes |
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Arylcarboxy |
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Carboxyalkyl |
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Acyl | |
β,α Stereochemistry |
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α,β Stereochemistry |
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Heterocycles: 3-Substituted-isoxazol-5-yl |
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Heterocycles: 3-Substituted-1,2,4-oxadiazole | |
N-alkyl |
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N-replaced (S,O,C) | |
Irreversible |
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Nortropanes (N-demethylated) |
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Categories:
- Tropanes
- Serotonin–norepinephrine–dopamine reuptake inhibitors
- Stimulants
- Naphthalenes
- Ketones
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