Himbacine
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Himbacine
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| Systematic (IUPAC) name | |
| (1S,3aS,4aR,8aS,9R,9aR)-9-[(E)-2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl]-
1-methyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-1H-naphtho[3,2-c]furan-3-one |
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| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| Chemical data | |
| Formula | C22H35NO2 |
| Mol. mass | 345.27 |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
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| Routes | ? |
Himbacine is an alkaloid isolated from the bark of Australian magnolias. Himbacine has been synthesized using a Diels-Alder reaction as a key step.[1] Himbacine's activity as a muscarinic receptor antagonist made it a promising starting point in Alzheimer's disease research. The development of a muscarinic antagonist based on Himbacine failed but an analog is now in clinical trials as a thrombin antagonist.[2]
[edit] References
- ^ Chackalamannil S, Davies RJ, Wang Y, et al (March 1999). "Total Synthesis of (+)-Himbacine and (+)-Himbeline". J. Org. Chem. 64 (6): 1932–1940. PMID 11674285.
- ^ Blog entry about Himbacine and its history in drug development.
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