Phenothiazines, phenoxazines and acridan bis-pyrrolinyl derivati

Details Phenothiazines, phenoxazines and acridan bis-pyrrolinyl derivati Phenothiazines, phenoxazines and acridan bis-pyrrolinyl derivati

1974-11-06

1976-03-23

Randolph, John D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424246, 424248, 424257, 260244R, 260279R, 2603268, C07D27922

Patent

active

039460045

ABSTRACT:
Novel amidine compounds selected from the group consisting of bis-pyrrolinyl derivatives of phenothiazines, phenoxazines and acridans are obtained by reacting a phenothiazine, phenoxazine or acridan with a pyrrolidinone in the presence of phosphorus oxychloride. The phenothiazine, phenoxazine, or acridan can also be alkylated with 2-chloro-1-(1-pyrrolin-2-yl)-2-pyrroline to provide compounds of the invention. Typical examples of bis-pyrrolinyl derivatives are 2-methoxy-10-[5-methyl-1-(5-methyl-1-pyrrolin-2-yl)-2-pyrrolin-2-yl]-pheno thiazine, 10-[1-(1-pyrrolin-2-yl)-2-pyrrolin-2-yl]phenoxazine, and 9,9-dimethyl-10-[5-methyl-1-(5-methyl-1-pyrrolin-2-yl)-2-pyrrolin-2-yl]acr idan. The amidine compounds are useful as diuretics, smooth muscle relaxants and antithrombogenic agents.

REFERENCES:
patent: 2485212 (1949-10-01), Miescher et al.
patent: 3305547 (1967-02-01), Stach et al.
patent: 3719671 (1973-03-01), Wu et al.
patent: 3888852 (1975-06-01), Wu et al.

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