O-1656 |
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| ATC code | |
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2-cycloheptyl-5-(2-methyloctan-2-yl)benzene-1,3-diol
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| CAS Number | |
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| PubChem CID | |
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| Formula | C22H36O2 |
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| Molar mass | 332.528 g·mol−1 |
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| 3D model (JSmol) | |
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CCCCCCC(C)(C)C1=CC(=C(C(=C1)O)C2CCCCCC2)O
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InChI=1S/C22H36O2/c1-4-5-6-11-14-22(2,3)18-15-19(23)21(20(24)16-18)17-12-9-7-8-10-13-17/h15-17,23-24H,4-14H2,1-3H3 Key:AECZEBWFCJESSN-UHFFFAOYSA-N
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O-1656 is a cannabinoid agonist which was invented by Billy R Martin and Raj K Razdan at Organix Inc in 2002. It is moderately selective for the CB2 receptor with a CB1 receptor affinity of 18 nM and a CB2 receptor affinity of 2 nM.[1][2][3] Since it has a cycloheptyl ring attached to the phenol core, it falls outside the definition of a "cyclohexylphenol derivative", but may still be controlled by generic legislation in some jurisdictions.
See also
References
- ^ WO application 03091189, Martin BR, Razdan RK, "Cannabinoids", published 6 November 2003, assigned to University of Virginia
- ^ Wiley JL, Beletskaya ID, Ng EW, Dai Z, Crocker PJ, Mahadevan A, Razdan RK, Martin BR (May 2002). "Resorcinol derivatives: a novel template for the development of cannabinoid CB(1)/CB(2) and CB(2)-selective agonists". The Journal of Pharmacology and Experimental Therapeutics. 301 (2): 679–89. doi:10.1124/jpet.301.2.679. PMID 11961073. S2CID 12741224.
- ^ Adam J, Cowley PM, Kiyoi T, Morrison AJ, Mort CJ (2006). "Recent progress in cannabinoid research". Progress in Medicinal Chemistry. 44: 207–329. doi:10.1016/S0079-6468(05)44406-9. ISBN 9780444517371. PMID 16697899.
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Phytocannabinoids (comparison) | | Cannabibutols | |
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| Cannabichromenes | |
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| Cannabicyclols | |
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| Cannabidiols | |
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| Cannabielsoins | |
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| Cannabigerols | |
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| Cannabiphorols | |
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| Cannabinols |
- CBN
- CBNA
- CBN-C1
- CBN-C2
- CBN-C4
- CBNM
- CBND
- CBNP
- CBVD
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| Cannabitriols | |
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| Cannabivarins | |
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| Delta-3-tetrahydrocannabinols | |
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| Delta-4-tetrahydrocannabinols | |
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| Delta-7-tetrahydrocannabinols | |
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| Delta-8-tetrahydrocannabinols | |
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| Delta-9-tetrahydrocannabinols | |
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| Delta-10-Tetrahydrocannabinols | |
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| Delta-11-Tetrahydrocannabinols | |
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| Miscellaneous cannabinoids | |
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| Active metabolites | |
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| Endocannabinoids | |
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Synthetic cannabinoid receptor agonists / neocannabinoids | Classical cannabinoids (dibenzopyrans) | |
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Non-classical cannabinoids | |
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| Adamantoylindoles | |
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| Benzimidazoles | |
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| Benzoylindoles |
- 1-Butyl-3-(2-methoxybenzoyl)indole
- 1-Butyl-3-(4-methoxybenzoyl)indole
- 1-Pentyl-3-(2-methoxybenzoyl)indole
- AM-630
- AM-679
- AM-694
- AM-1241
- AM-2233
- GW-405,833 (L-768,242)
- Pravadoline
- RCS-4
- WIN 54,461
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| Cyclohexylphenols | |
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| Eicosanoids |
- AM-883
- AM-1346
- ACEA
- ACPA
- Methanandamide (AM-356)
- O-585
- O-689
- O-1812
- O-1860
- O-1861
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Indazole-3- carboxamides | |
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| Indole-3-carboxamides | |
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| Indole-3-carboxylates | |
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| Naphthoylindazoles | |
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| Naphthoylindoles | |
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| Naphthoylpyrroles |
- JWH-030
- JWH-031
- JWH-032
- JWH-033
- JWH-036
- JWH-044
- JWH-045
- JWH-145
- JWH-146
- JWH-147
- JWH-150
- JWH-156
- JWH-243
- JWH-244
- JWH-245
- JWH-246
- JWH-292
- JWH-293
- JWH-307
- JWH-308
- JWH-309
- JWH-346
- JWH-347
- JWH-348
- JWH-363
- JWH-364
- JWH-365
- JWH-366
- JWH-367
- JWH-368
- JWH-369
- JWH-370
- JWH-371
- JWH-372
- JWH-373
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| Naphthylmethylindenes | |
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| Naphthylmethylindoles |
- JWH-175
- JWH-184
- JWH-185
- JWH-192
- JWH-194
- JWH-195
- JWH-196
- JWH-197
- JWH-199
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| Phenylacetylindoles | |
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| Pyrazolecarboxamides | |
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Tetramethylcyclo- propanoylindazoles | |
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Tetramethylcyclo- propanoylindoles | |
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| Others | |
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| Allosteric CBRTooltip Cannabinoid receptor ligands | |
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Endocannabinoid enhancers (inactivation inhibitors) | |
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Anticannabinoids (antagonists/inverse agonists/antibodies) | |
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