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Optically pure (+)-nicotine from (+/-)-nicotine and biological comparisons with (-)-nicotine.
Authors:M D Aceto  B R Martin  I M Uwaydah  E L May  L S Harris  C Izazola-Conde  W L Dewey  T J Bradshaw  W C Vincek
Abstract:Optically pure (+)-nicotine has been obtained from (+/-)-nicotine using a combination of d-tartaric acid and di-p-toluoyl-l-tartaric acid. As the di-d-tartrate salt, (+)-nicotine is less potent than (-)-nicotine di-l-tartrate in producing lethality in mice, on blood pressure in anesthetized rats, and in the isolated guinea-pig ileum, indicating substantial stereospecificity for nicotine receptors. Potency ratios are 0.14, 0.06, and 0.019, respectively.
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