Delalande S.a.

Guy M Raynaud

Claude P Fauran

Michel J Turin

Guy R Bourgery

Claude J Gouret

Nicole A Dorme

Jeannine A Eberle

Bernard M Pourrias

Janine M Thomas

Thierry F Imbert

Patrick G Guerret

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## 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 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,

A compound having the formula ##STR1## and its pharmacologically acceptable acid addition salts. The compound is prepared by condensing N-(3,4,5-trimethoxy cinnamoyl) piperazine with N-(2-pyrrolidinone) chloroacetamide. The compounds possess peripheral and coronary vasodilatatory properties and hypotensive and antihypertensive properties.

Novel derivative of N-(3,4,5-trimethoxy cinnamoyl) piperazine, its acid

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,

A compound of the formula ##SPC1## In which R is hydrogen, hydroxy, halogen or alkoxy containing up to 3 carbon atoms, and ##EQU1## is dialkylamino in which the alkyls contain up to 3 carbon atoms, or pyrrolidino, piperidino, morpholino or hexamethyleneimino, and n is 2 or 3. The compounds are prepared by reacting R substituted benzaldehyde with a 2,3-dihydrobenzofuran derivative and then reducing that reaction product. The compounds possess antihypertensive, hypotensive, vasodilatatory, spasmolytic, diuretic, sedative, anti-arythmic and anti-inflammatory properties.

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Guy M Raynaud