Ethanopyrrolo[1,2-b]isoquinolines

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

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546 63, 546124, 546125, 424258, 424256, C07D47108, C07D47118, C07D45102, A61K 31465

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active

042140846

ABSTRACT:
Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substituent 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: 3813404 (1974-05-01), Clarke et al.
patent: 3901892 (1975-08-01), Clarke et al.
patent: 3951984 (1976-04-01), Kimura et al.
Kan-Fan et al., Acta Chemica Scandinavica, 27, pp. 1039-1052 (1973).

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