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AMG-41

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Revision as of 02:43, 13 October 2012 by Skoot13 (talk | contribs) (<ref> clean up)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
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, et al. 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, et al. C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols. Journal of Medicinal Chemistry. 2007 Aug 23;50(17):4048-60. PMID 17672444
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