From Wikipedia, the free encyclopedia
Chemical compound
AMG-41
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(6aR,10aR)-3-(1-hexylcyclopropyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
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PubChem
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ChEMBL | |
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Formula | C25H36O2 |
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Molar mass | 368.561 g·mol−1 |
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3D model (
JSmol) | |
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C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C
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InChI=1S/C25H36O2/c1-5-6-7-8-11-25(12-13-25)18-15-21(26)23-19-14-17(2)9-10-20(19)24(3,4)27-22(23)16-18/h9,15-16,19-20,26H,5-8,10-14H2,1-4H3/t19-,20-/m1/s1 YKey:UVQIBKXDOZWHFU-WOJBJXKFSA-N Y
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AMG-41 (part of the
AM cannabinoid series) is an
analgesic drug which is a
cannabinoid
agonist. It is a derivative of Δ8-
THC substituted with a
cyclopropyl group on the C1'-position of the C3-alkyl side chain. AMG-41 is a potent agonist at both
CB1 and
CB2, with a
Ki of 0.44 nM at CB1 vs 0.86 nM at CB2.
[1]
[2]
[3]
See also
References
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^ Papahatjis DP, Nikas SP, Andreou T, Makriyannis A (December 2002). "Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols". Bioorganic & Medicinal Chemistry Letters. 12 (24): 3583–6.
doi:
10.1016/s0960-894x(02)00785-0.
PMID
12443781.
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^ Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A (July 2003). "Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1'". Journal of Medicinal Chemistry. 46 (15): 3221–9.
doi:
10.1021/jm020558c.
PMID
12852753.
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^ Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, et al. (August 2007). "C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols". Journal of Medicinal Chemistry. 50 (17): 4048–60.
doi:
10.1021/jm070121a.
PMID
17672444.
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Phytocannabinoids (
comparison) | Cannabibutols | |
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Cannabigerols | |
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Cannabiphorols | |
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Cannabinols | |
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Cannabitriols | |
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Cannabivarins | |
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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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Miscellaneous cannabinoids | |
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Active metabolites | |
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Quinolinyl esters | |
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Tetramethylcyclo- propanoylindoles | |
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Tetramethylcyclo- propylindoles | |
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Allosteric
CBRTooltip Cannabinoid receptor
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