N-[3-Dimethy lamino-2-(4-pyridinyl)-2-propenylidene]-N-methylmet

Details N-[3-Dimethy lamino-2-(4-pyridinyl)-2-propenylidene]-N-methylmet N-[3-Dimethy lamino-2-(4-pyridinyl)-2-propenylidene]-N-methylmet

1980-02-26

1981-04-28

Brust, Joseph Paul

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546329, 546257, 546258, C07D21353, A61K 3144

Patent

active

042646090

ABSTRACT:
Amrinone intermediates are prepared by reacting 4-picoline with at least three mole equivalents of phosgene per mole of 4-picoline and excess dimethylformamide to produce N-[3-dimethylamino-2-(4-pyridinyl)-2-propenylidene]-N-methylmethaniminium chloride hydrochloride, then reacting the latter with Q-CH.sub.2 CONH.sub.2 and at least three mole equivalents of base in anhydrous medium and then neutralizing the reaction mixture to produce 5-Q-[3,4'-bipyridin]-6(1H)-one, where Q is cyano or carbamyl. Other aspects of the invention are the separate steps of preparing said iminium salt and then converting it to said 5-Q-[3,4'-bipyridin]-6(1H)-one, and also cardiotonic composition and method for increasing cardiac contractility using said iminium salt or pharmaceutically-acceptable acid-addition salt thereof as the active cardiotonic.

REFERENCES:
patent: 4004012 (1977-01-01), Lesher et al.
patent: 4072746 (1978-02-01), Lesher et al.
patent: 4107315 (1978-08-01), Lesher et al.
Nantkanomirski et al., "Current Abstracts of Chemistry", vol. 74, Issue 814, (1979), item 285573.
Arnold; Coll. Czech. Chem. Comm. 28, (1963), pp. 863-868.

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