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AMG-41

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AMG-41
Identifiers
IUPAC name
  • (6aR,10aR)-3-(1-hexylcyclopropyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzochromen-1-ol
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H36O2
Molar mass368.551 g/mol g·mol
3D model (JSmol)
SMILES
  • C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C
InChI
  • 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
  • Key:UVQIBKXDOZWHFU-WOJBJXKFSA-N
  (verify)

AMG-41 is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8THC substituted with a cyclopropane group on the 3-position side chain. AMG-41 is a potent agonist at both CB1 and CB2, with a Ki of 0.4nM at CB1 vs 0.9nM at CB2.


References

  1. Papahatjis DP, Nikas SP, Andreou T, Makriyannis A. Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols. Bioorganic and Medicinal Chemistry Letters. 2002 Dec 16;12(24):3583-6. PMID 12443781
  2. Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A. Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1'. Journal of Medicinal Chemistry. 2003 Jul 17;46(15):3221-9. PMID 12852753
  3. Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, Guo J, Fan P, Makriyannis A. C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols. Journal of Medicinal Chemistry. 2007 Aug 23;50(17):4048-60. PMID 17672444
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