8-substituted pyrrolizidine and quaternary ammonium salts thereo

Details 8-substituted pyrrolizidine and quaternary ammonium salts thereo 8-substituted pyrrolizidine and quaternary ammonium salts thereo

1984-01-27

1986-10-14

Fan, Jane T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546272, 514339, C07D20952

Patent

active

046174010

ABSTRACT:
Novel 8-substituted pyrrolizidines and quaternary ammonium salts thereof of the formula ##STR1## wherein R is a C.sub.4`-C.sub.10 alkyl, aralkyl or aryl group; a lower alkoxycarbonyl or a lower alkoxycarbonylmethyl group; a lower aliphatic carboxyl group amidated with pyridinylamine, aniline, cyclohexylamine, phenylbenzylamine or methoxyphenylbenzylamine; a lower hydroxyalkyl group which has one or two phenyl, a trihalomethylphenyl or a halophenyl group; a lower alkyl group which has a hydroxyl group esterified with acetic, benzoic, cinnamic, xanthene-carboxylic or methoxybenzoic acid, or etherified with a C.sub.2 -C.sub.13 alcohol; a lower alkyl group having a primary amino, a lower alkylamino, guanidino, benzylamino, hydroxylbenzylamino, methoxybenzylamino, aminobenzylamino, acetamino, benzoylamino, hydroxybenzoylamino, methoxybenzoylamino, or aminobenzoylamino group; or a lower alkyl group bearing benzoyl, methoxybenzoyl or halobenzoyl group; Y stands for an alkyl group quaternizing the nitrogen of the pyrrolizidine nucleus, which may optionally be substituted with halogen, an aryl, phenacyl or phenylphenacyl group; X stands for halogen. These compounds have various pharmacological activities such as atropine-like activity, papaverine-like activity, neuromuscular-blocking activity, etc.

REFERENCES:
patent: 3544590 (1970-12-01), Kiddleson
Miyano et al., C.A. 95:61903e, 1981.
Barton et al., Chem. Abs. 99487t, vol. 76, 1972.
Leonard et al., J.A.C.S. vol. 70, p. 2504, 1948.
Frantisek Sorm et al., Chem. Abs. p. 292, vol. 49.

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