3-Aminosydnonimines, their preparation and use
AssigneeCassella Aktiengesellschaft
InventorsKarl Schonafinger, Rudi Beyerle, Rolf-Eberhard Nitz, Piero A. Martorana, Volker Fiedler
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Abstract
Physiologically-acceptable 3-aminosydnonimines of the formula ##STR1## and their pharmacologically-acceptable acid-addition salts, when formulated into medicament dosage forms, are useful for reducing systemic blood pressure, pulmonary artery pressure and left ventricular end diastolic pressure when orally administered to patients in need of such pressure reduction. These compounds are prepared by cyclizing a compound which, in its free-base state, is of the formula ##STR2## to a corresponding product which, in its free-base state, is of the formula ##STR3## and, when R.sup.2 is other than --H, acylating that product.
Claims27
A compound which, in its free-base form, is a pharmacologically-active and physiologically-acceptable 3-amino-syndnonimine of the formula ##STR17## wherein R.sup.1 is --H or halo;
- R.sup.2 is --H, --NO, --COR.sup.3 or SO.sub.2 R.sup.4 ;
- R.sup.3 is --H;
- optionally-substituted aliphatic hydrocarbyl having from 1 to 6 carbon atoms and any substituent of which is alkoxy with from 1 to 6 carbon atoms or carbocyclic aryloxy with from 6 to 12 carbon atoms;
- cycloaliphatic hydrocarbyl having from 5 to 8 ring carbon atoms;
- optionally-substituted carbocyclic aryl with from 6 to 12 ring carbon atoms and 0, 1, 2 or 3 substituents, any of which is, independently, halo, alkyl with from 1 to 4 carbon atoms or alkoxy with from 1 to 4 carbon atoms;
- araliphatic hydrocarbyl with from 7 to 13 carbon atoms;
- alkoxy with from 1 to 6 carbon atoms;
- carbocyclic aryloxy with from 6 to 12 ring carbon atoms;
- heteroaryl with 5 or 6 ring members, at least 2 of which are carbon atoms, at most one of which is a sulfur atom, at most one of which is an oxygen atom and at most three of which are nitrogen atoms, and wherein any ring member is a carbon atom, a sulfur atom, an oxygen atom or a nitrogen atom;
- or alkoxycarbonyl with from 2 to 7 carbon atoms;
- A is ##STR18## m is 1 or 2;
- and R.sup.4 is aliphatic hydrocarbyl with from 1 to 6 carbon atoms;
- optionally-substituted carbocyclic aryl with from 6 to 12 ring carbon atoms, any subtituent of which is methyl or chloro;
- or dialkylamino, each alkyl of which has, independently, from 1 to 4 carbon atoms.
Dependencies are inferred from the claim text.