2-Amino-6-(pyridinyl)-3H-imidazo[4,5-b]pyridines and their cardiotonic use
AssigneeSterling Drug Inc.
InventorsGeorge Y. Lesher, Chester J. Opalka, Jr., Donald F. Page
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AssigneeSterling Drug Inc.
InventorsGeorge Y. Lesher, Chester J. Opalka, Jr., Donald F. Page
Estimating the term…
2-(NB)-3-R-6-PY-5-Q-3H-imidazo[4,5-b]pyridines (I) and salts, useful as cardiotonics, where NB is amino or dimethylamino, R is lower-alkyl, Q is hydrogen or lower-alkyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, are prepared by reacting a 2-RNH-3-amino-5-PY-6-Q-pyridine with a di-(lower-alkyl) 2-methylthiopseudourea-1,3-dicarboxylate to produce 2-carbo(lower-alkoxy)amino-3-R-6-PY-5-Q-3H-imidazo[4,5-b] pyridine and hydrolyzing the latter to produce I where NB is amino and by reacting a 2-RNH-3-amino-5-PY-6-Q-pyridine with dichloromethylene-N,N-dimethylammonium chloride to produce I where NB is dimethylamino. Cardiotonic use of I is disclosed and claimed.
A 2-(NB)-3-R-6-PY-5-Q-3H-imidazo[4,5-b]pyridine having the formula ##STR4## where Q is hydrogen or lower-alkyl, R is lower-alkyl, NB is amino or dimethylamino, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, or acid-addition salt thereof.
2-Amino-3-methyl-6-(4-pyridinyl)-3H-imidazo[4,5-b]pyridine or acid-addition salt thereof.
2-Dimethylamino-3-methyl-6-(4-pyridinyl)-3H-imidazo[4,5-b]pyridine or acid-addition salt thereof.
A cardiotonic composition for increasing cardiac contractility, said composition comprising a pharmaceutically acceptable inert carrier and, as the active component thereof, a cardiotonically effective amount of 2-(NB)-3-R-6-PY-5-Q-3H-imidazo[4,5-b]pyridine or pharmaceutically acceptable acid-addition salt thereof, where Q is hydrogen or lower-alkyl, R is lower-alkyl, NB is amino or dimethylamino, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents.
The method for increasing cardiac contractility in a patient requiring such treatment which comprises administering orally or parenterally in a solid or liquid dosage form to such patient a cardiotonically effective amount of 2-(NB)-3-R-6-PY-5-Q-3H-imidazo[4,5-b]pyridine or pharmaceutically acceptable acid-addition salt thereof, where Q is hydrogen or lower-alkyl, R is lower-alkyl, NB is amino or dimethylamino, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents.
Dependencies are inferred from the claim text.