3-(1′, 1′-Dimethylbutyl)-1-deoxy-Δ 8-THC and related compounds: synthesis of selective ligands for the CB 2 receptor

…, J Liddle, S Yu, MM Aung, ME Abood, JL Wiley…

Index: Huffman, John W.; Liddle, John; Yu, Shu; Aung, Mie Mie; Abood, Mary E.; Wiley, Jenny L.; Martin, Billy R. Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 12 p. 2905 - 2914

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Citation Number: 222

Abstract

The synthesis and pharmacology of 15 1-deoxy-Δ8-THC analogues, several of which have high affinity for the CB2 receptor, are described. The deoxy cannabinoids include 1-deoxy- 11-hydroxy-Δ8-THC (5), 1-deoxy-Δ8-THC (6), 1-deoxy-3-butyl-Δ8-THC (7), 1-deoxy-3-hexyl- Δ8-THC (8) and a series of 3-(1′, 1′-dimethylalkyl)-1-deoxy-Δ8-THC analogues (2, n= 0– 4, 6, 7, where n= the number of carbon atoms in the side chain− 2). Three derivatives (17– ...