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{{Short description|Chemical compound}} |
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{{Drugbox |
{{Drugbox |
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| verifiedrevid = |
| verifiedrevid = 477236127 |
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| IUPAC_name = (6aR,10aR)-3-(1-hexylcyclopropyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol |
| IUPAC_name = (6aR,10aR)-3-(1-hexylcyclopropyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol |
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| image = AMG-41.svg |
| image = AMG-41.svg |
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| tradename = |
| tradename = |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CAS_number = |
| CAS_number = 499237-35-3 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 3062P60MH9 |
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| PubChem = 10361702 |
| PubChem = 10361702 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=25 | H=36 | O=2 |
| C=25 | H=36 | O=2 |
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| molecular_weight = 368.551 g/mol |
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| smiles = C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C |
| smiles = C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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'''AMG-41''' is an [[analgesic]] drug which is a [[cannabinoid]] [[agonist]]. It is a derivative of |
'''AMG-41''' (part of the [[List of AM cannabinoids|AM cannabinoid series]]) is an [[analgesic]] drug which is a [[cannabinoid]] [[agonist]]. It is a derivative of Δ<sup>8</sup>-[[THC]] substituted with a [[cyclopropyl group]] on the C1'-position of the C3-alkyl side chain. AMG-41 is a potent agonist at both [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2|CB<sub>2</sub>]], with a [[Dissociation constant|K<sub>i</sub>]] of 0.44 nM at CB<sub>1</sub> vs 0.86 nM at CB<sub>2</sub>.<ref>{{cite journal | vauthors = Papahatjis DP, Nikas SP, Andreou T, Makriyannis A | title = Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols | journal = Bioorganic & Medicinal Chemistry Letters | volume = 12 | issue = 24 | pages = 3583–6 | date = December 2002 | pmid = 12443781 | doi = 10.1016/s0960-894x(02)00785-0 }}</ref><ref>{{cite journal | vauthors = Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A | title = Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1' | journal = Journal of Medicinal Chemistry | volume = 46 | issue = 15 | pages = 3221–9 | date = July 2003 | pmid = 12852753 | doi = 10.1021/jm020558c }}</ref><ref>{{cite journal | vauthors = Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, Guo J, Fan P, Makriyannis A | display-authors = 6 | title = C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols | journal = Journal of Medicinal Chemistry | volume = 50 | issue = 17 | pages = 4048–60 | date = August 2007 | pmid = 17672444 | doi = 10.1021/jm070121a }}</ref> |
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== |
== See also == |
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* [[AMG-3]] |
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* [[AMG-36]] |
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== References == |
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{{reflist}} |
{{reflist}} |
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{{cannabinoids}} |
{{cannabinoids}} |
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[[Category:Cannabinoids]] |
[[Category:Cannabinoids]] |
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[[Category:Benzochromenes]] |
[[Category:Benzochromenes]] |
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[[Category:Phenols]] |
[[Category:Phenols]] |
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⚫ |
Latest revision as of 21:46, 8 February 2024
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Chemical and physical data | |
Formula | C25H36O2 |
Molar mass | 368.561 g·mol−1 |
3D model (JSmol) | |
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(verify) |
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[edit]
References[edit]
- ^ 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.
- ^ 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.
- ^ 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.