Institut De Recherches Chimiques Et Biologiques Appliquees (i.r.c.e.b.a.)

Institut De Recherches Chimiques Et Biologiques Appliquees

Institut De Ercherches Chimiques Et Biologiques Appliquees (i.r.c.e.b.a.)

Laboratories Debat

Jean-Pierre Riffaud

Bernard Danree

Patrick Houziaux

Jean-Yves Lacolle

Jean-Yves LaColle

Jean Lemoine

Patrick Saur

Michelle Faulques

Fabienne Jobard-Rouppert

4-methylthiazole derivatives, their methods of preparation and the

4-methyl-5-(2-(4-phenylpiperazin-1-yl)ethyl)thiazole derivatives their

3-[2-(4-arylpiperazin-1-yl)ethoxy]-p-cymene, the method of preparing and

The present invention relates, by way of novel industrial products, to the ollowing oxyimino derivatives of thiazole: (a) the E and Z diastereoisomers of the formula ##STR1## in which R.sub.1 represents H, F, Cl, Br, CF.sub.3 or CH.sub.3 and R.sub.2 represents a C.sub.1 -C.sub.10 -alkyl group, a benzyl group of the formula CH.sub.2 C.sub.6 H.sub.2 (R.sub.3).sub.3, in which each R.sub.3 identical or different represents H, F,Cl,Br, CF.sub.3, a C.sub.1 -C.sub.4 -alkyl group or a C.sub.1 -C.sub.4 -alkoxy group, a group CH.sub.2 COOR.sub.4, in which R.sub.4 represents H, a C.sub.1 -C.sub.4 -alkyl group or the ammonium group, NH.sub.4.sup.+, a group CH.sub.2 COOM.sub.m, in which M is an alkali metal or alkaline earth metal and m is its valency, or a 2-aminoethyl group of the formula CH.sub.2 CH.sub.2 NR.sub.5 R.sub.6, in which R.sub.5 and R.sub.6, which can be identical or different each represent H or a C.sub.1 -C.sub.4 -alkyl group, it being possible for R.sub.5 and R.sub.6, taken together with the nitrogen atom to which they are bonded, to form a 5-to 7-membered N-heterocyclic group which may contain a second heteroatom selected from N, O and S and may be substituted, it also being possible for R.sub.2 to represent the hydrogen atom when R.sub.1 is other than H, and mixtures of the said E and Z isomers; and (b) the addition salts of the said E and Z isomers and of mixtures thereof. These novel derivatives, as well as the compound of formula I in which R.sub.1 =R.sub.2 =H, are useful in therapy as anticonvulsants.

Oxyimino derivatives of thiazole, method of preparation and use in

The present invention relates, by way of novel industrial products, to

Nicotinoylpiperazines useful for treatment of convulsions

The present invention relates, as new industrial products, to (.+-.)-, (+)- and (-)-2,4-diacetyl-5-(3-alkyl-amino-2-hydroxy-propyloxy)-benzofurans of general formula: ##STR1## where R is CH(CH.sub.3).sub.2 or C(CH.sub.3).sub.3, and to their acid addition salts. These products are useful in therapeutics, particularly as cardioselective beta-blocking agents.

Derivatives of 3-amino-1-benzofuranyloxy-2-propanol useful as

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Versailles, France

Jean-Pierre Riffaud