4,5-dihydro-3(2H)-pyridazinones and their pharmacological use
AssigneeCassella Aktiengesellschaft
InventorsGerhard Zoller, Rudi Beyerle, Melitta Just, Helmut Bohn, Piero Martorana, Rolf-Eberhard Nitz
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Abstract
Substituted 4,5-dihydro-3(2H)-pyridazinones of the formula I ##STR1## wherein R, for example, denotes a radical of the formula ##STR2## R.sup.1 and R.sup.2, for example, denote hydrogen or methyl, R.sup.3, for example, denotes 2-methoxy-ethoxy, 3-pyridyl-methoxy, amino-carbonyl-methoxy, hydroxy-carbonyl-methoxy, methyl-thio, (2-methoxy-ethyl)-amino-carbonyl-methoxy, 3-pyridyl-methyl or 5-methyl-1,3,4-oxadiazol-2-yl and R.sup.4, for example, denotes hydrogen, have useful pharmacological properties and can therefore be used for the preparation of pharmacological products.
Claims21
Substituted 4,5-dihydro-3(2H)-pyridazinones of the formula I ##STR11## wherein R denotes a radical of the formula ##STR12## R.sup.1 and R.sup.2 independently of one another denote hydrogen or unsubstituted straight chain or branched chain alkyl, R.sup.3 denotes alkoxy-alkoxy, amino-carbonylalkoxy, alkoxy-alkyl-amino-carbonyl-alkoxy, hydroxyalkylamino, non-urea thiazolidinyl-carbonyl-amino, monoalkylamino-carbonyl-alkoxy, alkoxy-carbonyl-alkoxy, hydroxy-carbonyl-alkoxy, alkyl-thio, alkyl-sulphinyl, alkyl-sulphonyl, 2-oxo-pyrrolidinyl, 2-oxo-piperidinyl, 2,5-dioxo-piperidinyl, 2,5-dioxo-pyrrolidinyl, 2-oxo-imidazolidinyl, 2-oxo-hexahydro-pyrimidinyl, 2,4-dioxo-imidazolidinyl, 2,4-dioxo-hexahydro-pyrimidin-1-yl, 2-oxo-1,3-oxazolidinyl, 3-oxo-pyrazolidinyl, (2-(R.sup.9 -carbonyl)-pyrrolidinyl-alkoxy, alkyl-substituted or alkoxy substituted by pyridyl, imidazolyl, oxadiazolyl, oxo-pyranyl, 2-hydroxy-pyridinyl, pyrrolinyl or oxo-oxazolidinyl, it being possible for the oxo-pyranyl, oxo-oxazolidinyl and oxadiazolyl in turn to be substituted by alkyl or alkoxycarbonyl, or denotes a radical of the formula R.sup.10 --CO--NH--, R.sup.4 denotes hydrogen, alkyl, alkoxy, hydroxyl, alkanoyloxy or halogen, R.sup.5, R.sup.6 and R.sup.7 independently of one another denote hydrogen, alkyl, alkoxy, hydroxy, halogen, amino, monoalkylamino or dialkylamino, R.sup.8 denotes hydrogen, alkyl or phenyl, R.sup.9 denotes hydroxyl, alkoxy, amino, monoalkylamino or dialkylamino, R.sup.10 denotes p-chlorophenoxymethyl, 2,4-dioxo-imidazolidin-5-yl-methyl 2,4-dioxo-imidazolidin-3-yl-methyl, 3- pyridyl-oxy-methyl, 3-pyridyl-methoxymethyl, 4-pyridyl-thiomethyl, 4-pyridyl-sulphinyl-methyl, 4- pyridyl-sulphonyl-methyl, 2-oxo-thiazolidin-4-yl, 3-oxo-perhydro-1,4-thiazin-5-yl, 1-oxido-3-oxo-perhydro-1,4-thiazin-5-yl, 5-oxo-perhydro-1,4-thiazepin-3-yl, 1-oxido-5-oxo-perhydro-1,4-thiazepin-3-yl, 1,1-dioxoido-5-oxo-perhydro-1,4-thiazepin-3-yl, or a non-urea radical of the formula ##STR13## R.sup.11 denotes hydrogen or a radical of the formula
- R.sup.12 --CO--
- and R.sup.12 denotes hydrogen, alkyl with 1 to 5 C atoms, alkoxy with 1 to 5 C atoms, benzyl or benzyloxy, and their pharmacologically acceptable addition salts.
6-(L-4-Thiazolidin-4-yl-carbonyl-amino- phenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone.
Dependencies are inferred from the claim text.