Rhone-poulenc Industries

Rhone-poulenc Sante

Rhone-poulenc S.a.

Andre Leger

Daniel Farge

Gerard Ponsinet

Claude Jeanmart

Jean-Dominique Bourzat

Claude Cotrel

Mayer Naoum Messer

Cornel Crisan

Jean D Bourzat

New compounds of the formula: ##STR1## wherein X represents hydrogen, halogen, alkyl (1 to 4 C), alkoxy (1 to 4 C), cyano or nitro, R represents alkyl (1 to 4 C) optionally substituted by hydroxy, or alkenyl (2 to 4 C), and n represents 0 or 1, and one of the symbols m and p represents the figure 0 and the other represents the figure 1. The new compounds are therapeutically useful, more particularly as tranquillizers and anticonvulsants.

6-(1,8-Naphthyridin-2-yl)-dithiino[1,4][2,3-c]-pyrroles useful as

New compounds of the formula ##STR1## wherein X represents hydrogen, halogen, alkyl (1 to 4 C), alkoxy (1 to 4 C), cyano or nitro, R represents hydrogen, alkyl (1 to 4 C) [unsubstituted or substituted by 1, 2 or 3 halogens, alkenyl (2 to 4 C), alkynyl (2 to 4 C) or alkoxy (1 to 4 C)], phenyl [unsubstituted or substituted by 1, 2 or 3 halogens, alkyl (1 to 4 C), alkoxy (1 to 4 C), nitro or trifluoromethyl] or phenylalkyl (1 to 4 C) or phenylalkynyl (2 to 4 C) in which the phenyl radicals are optionally substituted as indicated above, Z represents an oxygen or sulphur atom, and one of m and p represents the figure O and the other the figure 1. The new compounds are therapeutically useful, more particularly as tranquillizers and anticonvulsants.

Compounds of the formula: ##STR1## wherein A represents pyrid-2-yl, quinol-2-yl or 1,8-naphthyridin-2-yl, each such radical being optionally substituted by a halogen atom, or an alkyl or alkoxy radical of 1 through 4 carbon atoms, and R represents hydrogen, an alkyl radical of 1 through 4 carbon atoms, an alkenyl radical of 2 through 4 carbon atoms or an alkanoyl radical of 1 through 4 carbon atoms, are new compounds possessing pharmacological properties. They are particularly active as tranquillizers, anti-convulsants, decontracturants and hypnogenic agents.

Methoxy derivatives of 1,4-dithiepino-[2,3-c]-pyrrole

New dithiocarbamates of the formula: ##STR1## in which R.sub.1 is hydrogen or halogen in the 4-, 5- or 6-position, n is equal to 0 or 1, R.sub.2 represents hydrogen or various aliphatic or aromatic radicals which may be substituted, R.sub.3 represents hydrogen or various aliphatic radicals, and R.sub.4 represents a hydrogen atom or an alkyl radical, their optically active forms, and their salts, when such salts exist, are valuable anthelmintic agents. They may be made inter alia by reduction of the corresponding ketones.

Hydroxyalkyl pyrid-2-yl dithiocarbamates, their preparation and their use

Compounds of the general formula: ##STR1## wherein R.sub.1 represents hydrogen or halogen in the 4-, 5- or 6-position of the pyridyl radical and R.sub.2 represents hydrogen, straight- or branched-chain alkyl of 1 to 4 carbon atoms or phenyl, possess anthelmintic activity, having a broad spectrum of activity against nematodes.

Perhydro-1,3-thiazine derivatives

4-Methyl-3-(pyrid-2-yl)-.DELTA..sup.4 -thiazoline-2-thione, a known compound, has been found to be useful as an anti-ulcer medicament.

Medicaments containing a thiazoline derivative

New thiazoline derivaties of the formula: ##STR1## wherein R.sub.1 represents hydrogen, an alkyl radical of 1 or 2 carbon atoms or methoxymethyl, R.sub.2 represents an alkyl radical of 1 or 2 carbon atoms in the 4-, 5- or 6-position, and R.sub.3 represents methyl, or alternatively R.sub.3 represents hydrogen and either R.sub.1 represents hydrogen, an alkyl radical of 1 through 4 carbon atoms, or an alkoxymethyl radical in which the alkyl moiety contains 1 through 4 carbon atoms, and R.sub.2 represents an alkyl radical of 1 through 4 carbon atoms in the 4-, 5- or 6-position, or R.sub.1 represents cyclopropyl and R.sub.2 represents hydrogen are useful as medicaments and, more particularly, as anti-ulcer agents.

Thiazoline derivatives

Compounds of the formula: ##STR1## wherein R.sub.1 represents alkyl of 1 through 4 carbon atoms in the 4-, 5- or 6-position of the pyridyl radical, and R.sub.2 represents hydrogen or alkyl of 1 through 4 carbon atoms, are useful as anti-ulcer agents.

Hydroxythiazolidine-2-thiones

Heterocyclic compounds of the formula: ##STR1## wherein the pyrroline ring and the symbols X.sub.1 and X.sub.2 together form an unsubstituted or substituted isoindoline nucleus, or a 6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine, 6,7-dihydro-5H-pyrrolo[3,4-b]pyridine or 2,3,6,7-tetrahydro-5H-1,4-oxathiino[2,3-c]pyrrole nucleus, the 1,8-naphthyridin-2-yl nucleus is unsubstituted or substituted, and the grouping --NR.sub.1 R.sub.2 is an amino or substituted amino group, are new compounds which are active as tranquillizers, hypnotics, anti-convulsant agents and anti-spasmodics.

Naphtyridine derivatives

Compounds of the formula: ##STR1## wherein A represents a phenyl, pyrid-2-yl, quinol-2-yl or 1,8-naphthyridin-2-yl radical, each such radical being optionally substituted by a halogen atom, an alkyl radical of 1 through 4 carbon atoms, an alkoxy radical of 1 through 4 carbon atoms, the cyano or nitro radical, and R represents hydrogen or an alkyl radical of 1 through 4 carbon atoms, an alkenyl radical of 2 through 4 carbon atoms or an alkanoyl radical of 1 through 4 carbon atoms, possess pharmacological properties and are particularly active as tranquillizers, anti-convulsant agents, decontracturants and agents to produce hypnosis.

Derivatives of dithiepino[1,4][2,3-C]pyrrole

Naphthyridine derivatives

New compounds of the formula: ##SPC1## Wherein A is a phenyl, pyridyl, pyridazinyl, 2-, 3- or 4-quinolyl or naphthyridinyl radical, or a said radical substituted by one or two atoms or radicals selected from halogen, alkyl, alkoxy cyano and nitro, R is alkyl, alkenyl or hydroxyalkyl, and n is zero or 1, possess pharmacological properties and are, in particular, active as tranquilizers, anti-convulsant agents, decontracturants and agents to produce hypnosis.

1,4-Dithino[2,3-c]pyrrole compositions

New compounds of the formula: ##SPC1## Wherein A is a phenyl, pyridyl, pyridazinyl, 2-, 3- or 4-quinolyl or naphthyridinyl radical, or a said radical substituted by one or two atoms or radicals selected from halogen, alkyl, alkoxy cyano and nitro, R is alkyl, alkenyl or hydroxyalkyl, and n is zero or 1, possess pharmacological properties and are, in particular, active as tranquilisers, anti-convulsant agents, decontracturants and agents to produce hypnosis.

Growing community of inventors

Paris, France

Andre Leger