Phenothiazines, phenoxazines, and acridan bis-pyrrolinyl...

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

C - Chemistry, Metallurgy

07

D

260/243.3, 260/2

C07D 219/00 (2006.01) A61K 31/40 (2006.01) C07D 265/28 (2006.01) C07D 265/38 (2006.01) C07D 279/22 (2006.01) C07D 401/14 (2006.01) C07D 413/14 (2006.01) C07D 417/14 (2006.01)

Patent

CA 1055493

ABSTRACT OF THE DISCLOSURE 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]- phenothiazine, 10-[1-pyrrolin-2-yl)-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]acridan. The amidine compounds are useful as diuretics, smooth muscle relaxants and antithrombogenic agents.

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