Synthelabo

Sanofi

Sanofi-synthelabo

Daniel J Galtier

Gilbert Lassalle

Thomas A Purcell

Frederic Galli

Jean-Michel Altenburger

Paul Howard Williams

Braham Shroot

Pascal George

Jonathan Reid Frost

Jean-Claude Muller

Valérie Fossey

Lydia Zard

Corinne Rousselle

Patrick Pasau

Frédéric Petit

Patrice Bellevergue

Frederic Petit

Regine Bartsch

Val&eacute;rie Martin

Jean-Claude Bourbier

Howard Williams

Fr Ed Galli

The present invention is directed to compounds of the general formula: as defined herein, and pharmaceutical compositions thereof. The invention is also directed to their therapeutic use as urotensin II receptor antagonists, e.g., in the treatment of cardiac, coronary, and central nervous system disorders. In particular embodiments, the invention relates to 5,6-bisaryl-2-pyridinecarboxamides, to their preparation and to their therapeutic use as urotensin II receptor antagonists.

5,6-bisaryl-2-pyridine-carboxamide derivatives, preparation thereof and therapeutic application thereof as urotensin II receptor antagonists

The present invention is directed to compounds of the general formula: as well as pharmaceutical compositions thereof. The invention is also directed to their therapeutic use as urotensin II receptor antagonists, e.g., in the treatment of cardiac, coronary, and central nervous system disorders. In particular embodiments, the invention relates to 5,6-bisaryl-2-pyridinecarboxamides, to their preparation and to their therapeutic use as urotensin II receptor antagonists.

The invention concerns compounds of formula (I)

Pyridone derivatives, their preparation and their use as synthesis intermediates

Compounds of formula (I) ##STR1## wherein R.sub.1 represents either a hydrogen atom, or a (C.sub.1 -C.sub.4)alkyl group, X represents either a sulphur atom, an oxygen atom or a methylene group, Z.sub.1 represents either a hydrogen atom, or a 1,1-dimethylethyl group, Z.sub.2 represents either a hydrogen atom, a triphenylmethyl group, or a phenylmethoxycarbonyl group, and n=1 or 2, and addition salts to inorganic or organic acids thereof as synthetic intermediates.

Imidazole derivatives useful as synthetic intermediates

Compounds of the formula: ##STR1## in which R represents a chlorine atom or a hydroxyl group and R.sub.4 represents a (C.sub.1 -C.sub.4)alkyl group in the R or S form are useful as synthetic intermediates.

1,2,3,4,-tetrahydroquinoline-8-sulphonic acid chlorides and acids, their

Compounds of the formula: ##STR1## in which R.sub.1 represents a hydrogen atom or a (C.sub.1 -C.sub.4)alkyl group, R.sub.2 represents a hydrogen atom, a (C.sub.1 -C.sub.4)alkoxycarbonyl group, a carboxyl group, a sodium carboxylate group, a group --CH.sub.2 OR.sub.4, where R.sub.4 is a hydrogen atom or R.sub.4 is a (C.sub.1 -C.sub.4) alkyl or (C.sub.1 -C.sub.4) acyl group, a group --CONR.sub.5 R.sub.6, or a group --CN.sub.4 R.sub.5, where R.sub.5 is a hydrogen atom or a (C.sub.1 -C.sub.4)alkyl group and R.sub.6 is a hydrogen atom or a (C.sub.1 -C.sub.4)alkyl, hydroxyl or (C.sub.1 -C.sub.4) alkoxy or (C.sub.1 -C.sub.3) alkoxyphenyl group and R.sub.3 represents a (C.sub.1 -C.sub.4)alkyl group, and their acid addition salts are useful as synthetic intermediates.

1-[2-amino-5-[1-(triphenylmethyl)-1H-imidazol-4-YL]-1-oxopentyl]

Compounds of formula (I) ##STR1## wherein R represents a ##STR2## group in which R.sub.2 is a hydrogen atom, a (C.sub.1 -C.sub.4)alkoxycarbonyl group, a carboxylic group, a sodium carboxylate group, a --CH.sub.2 OR.sub.4 group R.sub.4 being a hydrogen atom or a (C.sub.1 -C.sub.4)alkyl group or a (C.sub.1 -C.sub.4)acyl group, an amide group of the formula --CONR.sub.5 R.sub.6, or a --CN.sub.4 R.sub.5 group, R.sub.5 being a hydrogen atom or a (C.sub.1 -C.sub.4)alkyl group and R.sub.6 being a hydrogen atom, a (C.sub.1 -C.sub.4)alkyl group, a hydroxy group or a (C.sub.1 -C.sub.4)alkoxy group, and R.sub.3 is a (C.sub.1 -C.sub.4)alkyl group, R.sub.1 represents either a hydrogen atom or a (C.sub.1 -C.sub.4)alkyl group, X represents either a sulphur atom, an oxygen atom or a methylene group, n=1 or 2 and Ar represents either a naphthalen-1-yl group substituted by a di(C.sub.1 -C.sub.4)alkylamino group, or a 6,7-di(C.sub.1 -C.sub.4)alkoxynaphthalen-1-yl group, or a quinolin-8-yl group substituted at 3 by a (C.sub.1 -C.sub.4)alkyl group, or a 1,2,3,4-tetrahydroquinolin-8-yl group substituted at 3 by a (C.sub.1 -C.sub.4)alkyl, or a 1H-indazol-7-yl group and pharmaceutically acceptable organic or inorganic salts thereof. Application in therapy.

1-[2-(arylsulphonylamino)-1-oxoethyl]piperidine derivatives, their

Compounds of the formula ##STR1## in which Y represents hydrogen, fluorine, chlorine, methyl or methoxy, R.sub.1 represents phenyl substituted by fluorine, methyl, methoxy, trifluoromethyl or phenyl, or R.sub.1 represents 2-thienyl, R.sub.2 represents methyl, and R.sub.3 represents (C.sub.1 -C.sub.4)-alkyl, or phenyl-(C.sub.1 -C.sub.2)-alkyl optionally substituted on the ring by 2 to 3 methoxy groups, or 2-(2-pyridyl)ethyl, or R.sub.2 and R.sub.3 form, with the adjacent nitrogen, 4-phenyl(1-piperidyl), 4-phenylmethyl(1-piperidyl), 1,2,3,4-tetrahydro-2-isoquinolyl, 6-methoxy-1,2,3,4-tetrahydro-2-isoquinolyl, 5,8-dimethoxy-1,2,3,4-tetrahydro-2-isoquinolyl, 6,7-dimethoxy 1,2,3,4-tetrahydro-2-isoquinolyl, 2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl, or 7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl, and X represents carbonyl or sulphonyl, and their salts are useful as neuroprotective and antiiischaemic agents.

Benzoxazine derivatives and their application in therapy

A method of treating a patient susceptible to thrombosis is provided which comprises treating the said patient with a compound of the formula ##STR1## wherein R' is H or CH.sub.3

Antithrombotic method

Compounds corresponding to the formula ##STR1## in which R' is a hydrogen atom or a methyl radical and R represents a radical ##STR2## in which Z is O, S, S.fwdarw.O, SO.sub.2 or NR.sub.1, in which R.sub.1 is a hydrogen atom or an alkyl, CONR.sub.2 R.sub.3, COOR.sub.2, COR.sub.2 or SO.sub.2 R.sub.2 radical, R.sub.2 and R.sub.3 each representing, independently of one another, a hydrogen atom, an alkyl radical having 1 to 4 carbon atoms, a phenyl radical or a CF.sub.3 radical, in the form of racemates or enantiomers if R' is CH.sub.3, and also, where appropriate, their addition salts with pharmaceutically acceptable acids. The compounds and salts are useful as anti-inflammatory agents, e.g. for treatment of arthritis. A process for preparing them and pharmaceutical compositions containing them are also claimed.

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Saint Cyr l'Ecole, France

Daniel J Galtier