3-Aminoindazole-1 and 2-carboxylic acid derivatives
AssigneeBayer Aktiengesellschaft
InventorsKarl Heinrich Mayer, Siegfried Petersen, Erich Klauke, Friedrich Hoffmeister, Wolfgang Wuttke
Life of this patent
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Abstract
3-Aminoindazoles bearing a carbo(lower alkoxy), lower alkylamide or di(lower alkyl)amide group in the 1-or 2-position and further being optionally substituted in one or more of the 4-, 5-, 6- and/or 7-positions are analgesic, anti-inflammatory and antipyretic agents. The compounds, of which 3-amino-6-chloroindazole-1-carboxylic acid ethyl ester is a typical embodiment, are prepared through treatment of the appropriate 3-aminoindazole with a derivative of carbonic acid or through thermal isomerization.
Claims30
A compound selected from the group consisting of a 3-aminoindazole-1-carboxylic acid derivative of the formula:
- ##STR70## wherein Y is lower alkoxy, lower alkylamino or di(lower alkyl)amino wherein each alkyl or alkoxy group contains from 1 to 6 carbon atoms;
- R is hydrogen or lower alkyl of 1 to 6 carbon atoms;
- R.sup.1 is hydrogen or lower alkyl of 1 to 6 carbon atoms or, when R is hydrogen, formyl;
- and
- R.sup.2" is chloro or trifluoromethyl in the 5- or 6-position of the indazole ring.
A compound selected from the group consisting of 3-aminoindazole-2-carboxylic acid derivative of the formula:
- ##STR71## wherein Y is lower alkoxy, lower alkylamino or di(lower alkyl)amino wherein each alkyl or alkoxy group contains fromm 1 to 6 carbon atoms;
- R is hydrogen or lower alkyl of 1 to 6 carbon atoms;
- R is hydrogen or lower alkyl of 1 to 6 carbon atoms;
- R.sup.1 is hydrogen or lower alkyl of 1 to 6 carbon atoms or, when R is hydrogen, formyl;
- and
- each of R.sup.2', R.sup.2" and R.sup.2"' is selected, independently of the others, from the group consisting of hydrogen, lower alkyl of 1 to 6 carbon atoms, lower alkoxy of 1 to 6 carbon atoms, nitro, amino, lower alkylamino of 1 to 6 carbon atoms, di(lower alkyl)amino wherein each alkyl group contains 1 to 6 carbon atoms, lower alkanoylamino of 1 to 6 carbon atoms, carbo(lower alkoxy)amino wherein alkoxy contains 1 to 6 carbon atoms, halo, trifluoromethyl, cyano and carbo(lower alkoxy) wherein alkoxy contains 1 to 6 carbon atoms,
- and the pharmaceutically acceptable nontoxic salts thereof.
Dependencies are inferred from the claim text.