Delalande S.a.

Claude P Fauran

Guy M Raynaud

Guy R Bourgery

Claude J Gouret

Michel J Turin

Nicole A Dorme

Jeannine A Eberle

Janine M Thomas

Bernard M Pourrias

Thierry F Imbert

Guy R Raynaud

Compounds of the formula ##STR1## where Ar is phenyl, substituted phenyl, .alpha.-furyl or .alpha.-thienyl, and

1-(2'-Aroyl eth-1'yl) 2-(4'-acetamido piperazine-1'yl methyl)

New 1-(2'-aroyl eth-1' yl) 2-(4'-acetamido piperazine-1' yl methyl)

Compounds of the formula ##STR1## IN WHICH R is aminocarbonylphenyl in which amino is --NH.sub.2, pyrrolidino, piperidino or morpholino, and Ar is phenyl substituted with chloro, fluoro, trifluoromethyl, methylenedioxy or one or more methoxy. The compounds are prepared by reacting 2-Ar-4-chloropyrimidin-6-yl ethylacetate with ##STR2## and then reacting that reaction product with hydroxylamine hydrochloride. The compounds possess vasodilatatory, anti-ulcerous, respiratory analeptic, hypotensive, diuretic, anti-depressive, analgesic, anti-inflammatory and neurotropic properties.

Pyrimidin-6-yl acethydroxamic acids

Compounds of the formula ##STR1## wherein Z is --CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--, and R is methyl, ethoxycarbonylmethyl or ##STR2## wherein ##STR3## is methylamino, n-propylamino, isopropylamino, dimethylamino, di(n-propyl)amino, morpholino, pyrrolidino or hexamethyleneimino. The compounds are prepared by reacting piperazine substituted with R, with 4'-bromomethyl-5,2'-spiro-dibenzocycloheptadi(or tri)ene-(1',3') dioxolan. The compounds possess cough-suppressing, spasmolytic, analgesic, respiratory analeptic, hypotensive, vasodilatory, antiarythmic, antiulcerous, antihistamine, sedative, anti-inflammatory, diuretic and antiserotonine properties.

N'-substituted derivatives of 4'-(N-piperazinylmethyl) spiro

N-substituted derivatives of 4 (N-piperazinylmethyl) spiro

Compounds of the formula ##STR1## wherein Z is --CH.sub.2 CH.sub.2 -- or --CH=CH--, and R is methyl, ethoxycarbonylmethyl or ##STR2## wherein ##STR3## is methylamino, n-propylamino, isopropylamino, dimethylamino, di(n-propyl)amino, morpholino, pyrrolidino or hexamethyleneimino. The compounds are prepared by reacting piperazine substituted with R, with 4'-bromomethyl-5,2'-spiro-dibenzocycloheptadi- (or tri)ene-(1',3') dioxolan. The compounds possess cough-suppressing, spasmolytic, analgesic, respiratory analeptic, hypotensive, vasodilatory, antiarythmic, antiulcerous, antihistamine, sedative, anti-inflammatory, diuretic and antiserotonine properties.

N'-substituted derivatives of 4'-(N-piperazinylmethyl)spiro

Compounds having the formula ##STR1## wherein R is hydrogen, or chlorine, or alkyl having one to 4 carbons, or alkoxy having one to 3 carbons, and R.sub.1 is hydrogen, or ##STR2## or --CONH--R.sub.3, wherein R.sub.2 is hydrogen, or chlorine, or nitro, or alkoxy having no more than 3 carbons, or trifluoromethyl, and R.sub.3 is alkyl having one to 4 carbons, or cycloalkyl having no more than 6 carbons, or phenyl. The compounds are prepared by reacting R-substituted cyano-2 acetanilides with hydroxylamine to obtain compounds in which R.sub.1 is hydrogen, and then reacting with acid chlorides containing R.sub.2 or isocyanates containing R.sub.3. The compounds possess psychtropic properties.

Acetamidoxime compounds

Compounds of the formula ##STR1## WHEREIN Ar is phenyl or phenyl substituted by one or more halogens, a trifluoromethyl, a methylenedioxy, one or more methoxy, an alkyl having one to 4 carbon atoms or a dimethylamino, And R is ##STR2## wherein R.sub.1 and R.sub.2 each are hydrogen or alkyl of 1 to 4 carbon atoms, or ##STR3## PYRROLIDINO, MORPHOLINO, PIPERIDINO OR PIPERAZINO N'-substituted by alkyl of 1 to 4 carbon atoms, or phenyl, or R is para-2-morpholino ethylamino carbonyl, and R.sub.3 is hydrogen or methyl. The compounds are obtained by reacting 2-Ar-2-chloro-6-methyl pyrimidine, with ##STR4## The compounds possess sedative, antiulcerous, antibronchoconstrictive, anticholinergic, diuretic, analgesic myorelaxant and antianoximia properties.

Arylamino pyrimidinic derivatives

Compounds of the formula ##STR1## wherein R is alkyl of 1-4 carbon atoms, phenyl, or phenyl substituted by one or more halogen or trifluoromethyl, and Z is ##STR2## wherein R.sub.1 is hydrogen, alkyl of 1-4C, 2,2-dimethyldioxolan-4-yl methyl, or 2,3-dihydroxy prop-1-yl, R.sub.2 is ##STR3## wherein ##STR4## is morpholino, pyrrolidino, piperidino or hexamethyleneimino, and n is an integer from 4 to 7. The compounds are prepared by reacting R-substituted 4-chloro-2-methyl furo (2,3d) pyrimidine with HZ. The compounds possess antiulcerous, antibronchoconstrictive and anticholinergic, analgesic, antihistamine, diuretic, cardiovascular analeptic, antiinflammatory and hypertensive properties.

Furo (2,3d) pyrimidines

Compounds of the formula ##STR1## in which Ar is .alpha.-furyl or .alpha.-thienyl and pharmacologically acceptable salts thereof are provided as novel therapeutic agents which have inter alia utility in treating asthma, respiratory deficiency, visceral spasms, gastroduodenal ulcers or hyperchlorhydria.

1-[2'-(.alpha.-Furoyl or .alpha.-thienoyl)eth-1'-yl]-2-(4'-cinnamyl

Compounds having the formula ##STR1## in which R.sub.1 is alkyl having no more than 4 carbon atoms and R.sub.2 is dimethoxyphenylethyl or ##STR2## is piperidino, heptamethyleneimino or 1,2,3,4-tetrahydroisoquinolino. The compounds are prepared by condensing N-(3,4,5-trimethoxy cinnamoyl)N'-(carboxymethyl) piperazine with ##STR3## The compounds possess peripheral, coronary and cerebral vasodilatory properties and an antihypertensive property.

Novel derivatives of N-(3,4,5-trimethoxy cinnamoyl)piperazine and the

Compounds of the formula ##STR1## wherein Ar is phenyl or phenyl substituted by one or more halogens, a trifluoromethyl, a methylenedioxy, one or more methoxy, an alkyl having one to 4 carbon atoms or a dimethylamino,

Compounds of the formula ##STR1## in which R is aminocarbonylphenyl in which amino is --NH.sub.2, pyrrolidino, piperidino or morpholino, and Ar is phenyl substituted with chloro, fluoro, trifluoromethyl, methylenedioxy or one or more methoxy. The compounds are prepared by 2-Ar-4-chloro-pyrimidin-6-yl ethylacetate with ##STR2## and then reacting that reaction product with hydroxylamine hydrochloride. The compounds possess vasodilatatory, anti-ulcerous, respiratory analeptic, hypotensive, diuretic, anti-depressive, analgesic, anti-inflammatory and neurotropic properties.

Pyrimidin-6-yl acethydroxamic acids, their therapeutic application and

Compounds of the formula ##SPC1## Wherein Ar is phenyl or phenyl substituted by one or more halogens, by a trifluoromethyl or a methylenedioxy, by one or more methoxy, by an alkyl having one to 4 carbon atoms or by a dimethylamino,

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Claude P Fauran