Synthesis and testing of novel phenyl substituted side-chain analogues of classical cannabinoids.

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Krishnamurthy M, Ferreira AM, Moore BM 2nd

Synthesis and testing of novel phenyl substituted side-chain analogues of classical cannabinoids.

Bioorg Med Chem Lett. 2003 Oct 20;13(20):3487-90.

PubMed ID

14505654 [ View in PubMed

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Abstract

A series of novel phenyl substituted side-chain analogues of classical cannabinoids were synthesized and their CB1 and CB2 binding affinities were evaluated relative to Delta(8)-THC and compound 2. CB1 and CB2 binding assays indicate that the dimethyl and ketone analogues (3) and (6) display selectivity for the CB2 receptor in comparison to delta(8)-THC and compound 2. This study provides newer insights into the geometrical and functional group requirements of the ligand binding pockets of the CB1 and the CB2 receptors.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Dronabinol	Cannabinoid receptor 1	Ki (nM)	28.5	N/A	N/A	Details
Dronabinol	Cannabinoid receptor 2	Ki (nM)	25	N/A	N/A	Details