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]
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| Pharmacokinetic data | |
|---|---|
| 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 | |
|---|---|
| (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 |
|
| Nortropanes (N-demethylated) | |
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