Description

AM-4030 is an analgesic drug which is a cannabinoid receptor agonist. It is a derivative of HU-210 which has been substituted with a 6β-((E)-3-hydroxyprop-1-enyl) group. This adds a “southern” aliphatic hydroxyl group to the molecule as seen in the CP-series of nonclassical cannabinoid drugs, and so AM-4030 represents a hybrid structure between the classical and nonclassical cannabinoid families,^[1] with the 6-hydroxyalkyl chain rigidified with a double bond with defined stereochemistry. This gives AM-4030 a greater degree of selectivity, so while it is still a potent agonist at both CB₁ and CB₂, it is reasonably selective for CB₁, with a K_i of 0.7nM at CB₁ and 8.6nM at CB₂, a selectivity of around 12x.^[2][3] Resolution of the enantiomers of AM-4030 yields an even more potent compound, although with less selectivity, with the (-) enantiomer AM-4030a having a K_i of 0.6nM at CB₁ and 1.1nM at CB₂.

AM-4030

• Molecular FormulaC₂₇H₄₂O₄
• Average mass430.620 Da
• Monoisotopic mass430.308319 Da
• ChemSpider ID8725989

• – Double-bond stereo

  – 4 of 4 defined stereocentres

 

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