2β-Propanoyl-3β-(2-naphthyl)-tropane
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]
Pharmacokinetic data | |
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Bioavailability | high |
Metabolism | slow |
Identifiers | |
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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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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.
2-Carboxymethyl Esters | |
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(3,4-Disubstituted Phenyl)-tropanes | |
Arylcarboxy | |
Carboxyalkyl | |
Acyl | |
β,α Stereochemistry | |
α,β Stereochemistry | |
Heterocycles: 3-Substituted-isoxazol-5-yl | |
Heterocycles: 3-Substituted-1,2,4-oxadiazole | |
N-alkyl | |
N-replaced (S,O,C) | |
Irreversible |
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Nortropanes (N-demethylated) |
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