Chemistry:2β-Propanoyl-3β-(2-naphthyl)-tropane
From HandWiki
Short description: Chemical compound
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| Pharmacokinetic data | |
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| Bioavailability | High |
| Elimination half-life | Slow |
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| 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 (Wake Forest-23, named after the university where it was first created) is a cocaine analogue. It is 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] as the half-life of the dopamine transporter in rats was found to be 2–3 days under normal conditions (with agonists, antagonists, and transporter inhibitors altering the half-life),[4] it may be that WF-23 largely or mostly binds to its transporters until they are degraded.
See also
External links
- (Satendra Singh, 2000) Page 16-17
References
- ↑ U.S. Patent 6,008,227
- ↑ "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): 1176–1186. March 1995. PMID 7891330. http://jpet.aspetjournals.org/content/272/3/1176.
- ↑ "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): 1246–1254. June 1998. PMID 9618429. http://jpet.aspetjournals.org/content/285/3/1246.full.
- ↑ "Withdrawal from repeated cocaine alters dopamine transporter protein turnover in the rat striatum". The Journal of Pharmacology and Experimental Therapeutics 304 (1): 15–21. January 2003. doi:10.1124/jpet.102.038018. PMID 12490570.
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