Molecular requirements of the active sites of the cholinergic receptors. XIII - Stereospecific synthesis of 3c-methyl-2t-hydroxy-lr-dimethyl-aminomethylcyclopentane methiodide and its dehydroderivative.
A stereospecific synthesis of 3c-methyl-2t-hydroxy-1r-dimethylaminomethylcyclopentane methiodide (III), which allows better yields, avoiding time-consuming column chromatography and the synthesis of its dehydroderivative (VIII) are described. This last compound, like isomer (VII) (2), shows a good cholinergic activity which, compared with that of the corresponding hydroxycompounds, further supports the dualistic hypothesis of Triggle (8) on the active sites of cholinergic receptors.
D000009:Abdominal Muscles / Q000187:drug effects; D000818:Animals; D001001:Anura; D055598:Chemical Phenomena; D002621:Chemistry; D002853:Chromatography, Liquid; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D007082:Ileum / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011950:Receptors, Cholinergic
D003517:Cyclopentanes; D011950:Receptors, Cholinergic