Rhone-poulenc Industries

Alain Jossin

Daniel Farge

Gerard Ponsinet

Daniel Reisdorf

Isoquinoline derivatives of the formula ##STR1## wherein the symbol A.sub.1 represents an isoquinol-8-yl, 3-methylisoquinol-8-yl, 3-hydroxymethylisoquinol-5-yl, 3-carboxymethylisoquinol-5-yl, quinol-5-yl, thienopyridyl, benzimidazolyl, thienyl or thiazolyl radical, a 4-(or 5-)carboxyalkylthiazol-2-yl radical in which the alkyl moiety is linear or branched and contains 1 to 4 carbon atoms, or a 1,3,4-thiadiazol-2-yl, pyrazolyl, imidazolyl, pyrimidinyl, pyridazinyl or pyrazinyl radical, monocyclic heterocyclic rings within the definition of A.sub.1 being optionally substituted by a linear or branched alkyl radical containing 1 to 4 carbon atoms, in the (S) or (R,S) form or mixtures thereof, and salts thereof possess useful pharmocological properties, in particular antiviral activity.

Thiazolo[3,4-b]isoquinolines

Isoquinoline derivatives of the formula: ##STR1## wherein R.sub.1 represents alkyl of 1 through 8 carbon atoms, and n represents 1 or 2, are new compounds possessing useful pharmacological properties. They are particularly valuable as analgesic, anti-inflammatory, antipyretic or antiviral agents.

Antiviral isoquinoline derivatives

Rhinoviral complaints are treated by administering a product of the general formula: ##STR1## in the (S) form, in which formula A is pyrid-3-yl which is unsubstituted or substituted in the 2-position by chlorine, fluorine or methoxy, isoquinol-5-yl, or 3-methyl-isoquinol-5-yl, or one of its pharmaceutically acceptable salts.

Method for treating rhinoviral complaints

Indole derivatives of the formula: ##STR1## wherein Z represents hydrogen, alkyl of 1 through 10 carbon atoms, or alkoxyalkyl of the formula --(CH.sub.2).sub.n --OR in which R represents alkyl of 1 through 8 carbon atoms and n represents 1 or 2, and their non-toxic pharmaceutically acceptable acid addition salts, are new compunds possessing useful pharmacological properties. They are particularly valuable as analgesic agents; some of them are also useful as anti-inflammatory and antipyretic agents.

Indole derivatives

Isoquinoline derivatives of the formula: ##STR1## wherein R represents alkyl of 1 through 8 carbon atoms, and n represents 1 or 2, and their non-toxic pharmaceutically acceptable acid addition salts, are new compounds possessing useful pharmacological properties. They are particularly valuable as analgesic agents; some of them are also useful as anti-inflammatory and antipyretic agents.

Isoquinoline derivatives

Thienopyridine derivatives of the formula: ##STR1## wherein the symbol A represents pyrid-3-yl, isoquinol-5-yl, or a 3-alkylisoquinol-5-yl group in which the alkyl radical is of 1 through 10 carbon atoms, and one of the symbols X and Y represents a single bond and the other represents the vinylene radical, are new compounds possessing useful pharmacological properties. They are particularly useful as anti-viral agents and, in certain cases, as analgesics, anti-inflammatory agents and anti-pyretics.

Thiazolothienopyridines and anti-viral compositions thereof

Isoquinoline derivatives of the formula: ##STR1## wherein A represents pyrid-3-yl, isoquinol-5-yl or a 3-alkylisoquinol-5-yl radical in which the alkyl moiety contains 1 to 10 carbon atoms, are new compounds, possessing useful pharmacological properties. They are particularly valuable as analgesic, anti-inflammatory and antipyretic agents.

Isoquinoline derivatives of the formula: wherein R represents alkyl of 1 through 10 carbon atoms, which are new compounds, possess pharmacological properties and are particularly active as anti-inflammatory, analgesic and antipyretic agents.

Isoquinoline derivatives and pharmaceutical compositions containing them

Compounds of the formula: ##STR1## wherein A represents a heterocyclic radical selected from 3-pyridyl, 4-pyridyl, 5-isoquinolyl and 5-isoquinolyl substituted in the 3-position by an alkyl radical containing 1 to 10 carbon atoms, are new compounds possessing pharmacological properties, in particular analgesic, antipyretic and anti-inflammatory properties.

Thiazolo[3,4-a]indole derivatives and pharmaceutical compositions

Thiazolo[3,4-b]isoquinoline derivatives of the formula: ##STR1## wherein X.sub.1 represents hydrogen, halogen, methoxy or cyano, X.sub.2 represents hydrogen, halogen or methoxy, or X.sub.1 and X.sub.2 together represent methylenedioxy, and Y.sub.1 and Y.sub.2 each represent hydrogen, halogen, alkyl of 1 through 4 carbon atoms, alkoxy of 1 through 4 carbon atoms, alkylthio of 1 through 4 carbon atoms, hydroxy, amino or diacetylamino, are new compounds useful as anti-ulcer agents.

Thiazolo[3,4-b]isoquinoline derivatives, pharmaceutical compositions

Thiazolo[3,4-b]isoquinoline derivatives of the general formula: ##STR1## wherein A represents 3-pyridyl, 4-pyridyl or 5-isoquinolyl and, when A represents 3-pyridyl, X.sub.1 represents hydrogen, halogen, dimethylamino or cyano, X.sub.2 represents hydrogen or fluorine and X.sub.3 represents hydrogen or nitro, at least two of X.sub.1, X.sub.2 and X.sub.3 representing hydrogen, or X.sub.1 X.sub.2 together represent methylenedioxy and X.sub.3 represents hydrogen, and when A represents 4-pyridyl or 5-isoquinolyl, X.sub.1, X.sub.2 and X.sub.3 each represent hydrogen, and non-toxic pharmaceutically acceptable acid addition salts thereof, possess useful pharmacodynamic properties, in particular analgesic and antipyretic activity. This invention relates to new therapeutically useful thiazolo[3,4-b]isoquinoline derivatives, to processes for their preparation and to pharmaceutical compositions containing them.

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Saint Cloud, France

Alain Jossin