2-Aryltropane compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546125, 546132, 546 63, 546 72, 424265, C07D47108

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active

041795679

ABSTRACT:
Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substiutent in the 2-position and a carboalkoxy group in the 3-position are prepared by reacting a tropane-3-carboxylate having a double bond in the 2,3-position with an aryl Grignard reagent. Transformations of the substituent on nitrogen are subsequently effected. Compounds where the 3-carboalkoxy group is in the exo configuration possess hypoglycemic activity, and those where the 3-carboalkoxy group is in the endo configuration possess narcotic antagonist activity.

REFERENCES:
patent: 3073831 (1963-01-01), Archer et al.
Daum et al., Chem. Abstracts, vol. 83(9) Item No. 71,489r Sep. 1, 1975.

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