AM-905
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| Identifiers | |
|---|---|
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| CAS Number |
181139-62-8  |
| PubChem (CID) | 9998522 |
| ChemSpider |
8174103 |
| ChEMBL |
CHEMBL127848 |
| Chemical and physical data | |
| Formula | C23H34O3 |
| Molar mass | 358.513 g/mol |
| 3D model (Jmol) | Interactive image |
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| (verify) | |
AM-905 (part of the AM cannabinoid series) is an analgesic drug which is a cannabinoid agonist. It is conformationally restricted by virtue of the double bond on its side chain, leading an increased affinity for and selectivity between CB1 and CB2 receptors.[1] It is a potent and reasonably selective agonist for the CB1 cannabinoid receptor, with a Ki of 1.2 nM at CB1 and 5.3 nM at CB2.[2]
See also
- AM-906 - The corresponding Z or trans isomer
- HU-243 - Double bond replaced by geminal methyls for Thorpe–Ingold effect
References
- ↑ Busch-Petersen, Jakob; Hill, W. Adam; Fan, Pusheng; Khanolkar, Atmaram; Xie, Xuang-Qun; Tius, Marcus A.; Makriyannis, Alexandros (1996). "Unsaturated Side Chain β-11-Hydroxyhexahydrocannabinol Analogs". Journal of Medicinal Chemistry. 39 (19): 3790–3796. doi:10.1021/jm950934b. ISSN 0022-2623.
- ↑ Papahatjis DP, Kourouli T, Abadji V, Goutopoulos A, Makriyannis A. Pharmacophoric requirements for cannabinoid side chains: multiple bond and C1'-substituted delta 8-tetrahydrocannabinols. Journal of Medicinal Chemistry. 1998 Mar 26;41(7):1195-200. PMID 9544219
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