Difference between revisions of "AM-938"
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Latest revision as of 21:08, 21 September 2010
| 240px | |
| Systematic (IUPAC) name | |
|---|---|
|
(6S,6aR,9R,10aR)-9-(hydroxymethyl)-6-(3-hydroxyprop-1-ynyl)-6-
methyl-3-(2-methyloctan-2-yl)-6a,7,8, 9,10,10a-hexahydrobenzo[c]chromen-1-ol | |
| Identifiers | |
| PubChem | CID 10646208 |
| Chemical data | |
| Formula | C27H40O4 |
| Molar mass | 428.603 g/mol[[Script error: No such module "String".]] |
| Script error: No such module "collapsible list". | |
AM-938 is an analgesic drug which is a cannabinoid agonist. It is a derivative of HU-210 which has been substituted with a 6β-(3-hydroxyprop-1-ynyl) group. This adds a "southern" aliphatic hydroxyl group to the molecule as seen in the CP- series of nonclassical cannabinoid drugs, and so AM-938 represents a hybrid structure between the classical and nonclassical cannabinoid families,[1] with the 6-hydroxyalkyl chain rigidified with a triple bond. This gives AM-938 a greater degree of selectivity, so while it is still a potent agonist at both CB1 and CB2, it is reasonably selective for CB2, with a Ki of 0.3nM at CB2 vs 1.2nM at CB1, a selectivity of around 4x.[2][3]
| 40px | This article about a cannabinoid is a stub. You can help ssf by expanding it. |
References
- ↑ Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168, p 269. Springer. ISBN 3-540-22565-X
- ↑ Tius MA, Hill WA, Zou XL, Busch-Petersen J, Kawakami JK, Fernandez-Garcia MC, Drake DJ, Abadji V, Makriyannis A. Classical/non-classical cannabinoid hybrids; stereochemical requirements for the southern hydroxyalkyl chain. Life Sciences. 1995;56(23-24):2007-12. PMID 7776825
- ↑ Drake DJ, Jensen RS, Busch-Petersen J, Kawakami JK, Concepcion Fernandez-Garcia M, Fan P, Makriyannis A, Tius MA. Classical/nonclassical hybrid cannabinoids: southern aliphatic chain-functionalized C-6beta methyl, ethyl, and propyl analogues. Journal of Medicinal Chemistry. 1998 Sep 10;41(19):3596-608. PMID 9733485
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