Rhone-poulenc Industries

Rhone-poulenc Sante

Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic

Givaudan-lavirotte

Rhone-poulenec S.a.

Christian Berger

Daniel Farge

Claude Moutonnier

Mayer Naoum Messer

Georges Gros

Gerard Wolff

Nelly Michel

Jean-Francois Peyronel

Bernard Plau

Dominique Deprez

Paul Gacon

Use of N-acylamino acid compounds as texturing agents

Use of at least one compound of formula (I):

Use of n-acylamino acid compounds as texturing agents

N-acylated derivatives of mixtures of amino acids derived from

Levomepromazine hydrogen maleate is prepared by resolving (.+-.)-10-(3-dimethylamino-2-methylpropyl)-2-methoxyphenothiazine with (-)-di(p-toluoyl)-L-tartaric acid to produce the neutral salt of the dextrorotatory base and then adding maleic acid to the mother liquors to precipitate the levomepromazine hydrogen maleate.

Process for preparing levomepromazine hydrogen maleate

The invention provides new cephalosporin derivatives of the general formula, ##STR1## which are in the form of a bicyclooct-2-ene or bicyclooct-3-ene, in which formula R.sub.1 is a radical of the general formula ##STR2## [in which R.sub.5 is hydrogen, alkyl, vinyl, cyanomethyl, protected carboxyalkyl or a protective radical and R.sub.6 is a protective radical] or an amino-protecting radical, R.sub.2 is an acid-protecting radical and R.degree. represents various organic radicals, or alternatively R.sub.1 is an amino-protecting radical or various acyl radicals, R.sub.2 is a protective radical and R.degree. represents various organic radicals, and R.sub.3 and R.sub.4 are alkyl radicals optionally substituted by alkoxy or dialkylamino, or phenyl radicals, or --NR.sub.3 R.sub.4 forms a heterocyclic ring. These products are intermediates for the synthesis of cephalosporins having antibacterial activity.

Cephalosporin derivatives

Cephalosporin derivatives of the formula: ##STR1## in which A is a single bond or a radical --CH.sub.2 --, --NH-- or --NHCO--, attached to the 3-position or 4-position of the pyridinio radical, R is a methyl, carboxymethyl, carbamoylmethyl, benzyl or allyl radical, R.sub.a, R.sub.b and R.sub.c are hydrogen atoms, or alternatively R.sub.a is carboxyl and R.sub.b and R.sub.c, which are identical or different, are hydrogen atoms or alkyl radicals, or together form an alkylene radical, and n equals 0 or 1, in their syn form, and also their addition salts with acids, metal salts and addition salts with nitrogen-containing bases are antibacterial agents having a broad spectrum of activity.

Cephalosporin derivatives, their preparation and compositions containing

New thiazolo[3,2-c]-1,3-benzoxazine derivatives of the general formula (I), in which X is oxygen or sulfur, R.sub.1 and R.sub.2, which are identical or different, are hydrogen or halogen atoms or alkyl, alkoxy, alkylthio or trifluoromethyl radicals, in the 7-, 8-, 9- or 10-position, and R.sub.3 is a hydrogen atom or a carboxyl radical, their salts, if appropriate, their preparation and the medicaments in which they are present. These new derivatives are particularly useful as analgesic agents. ##STR1##

Thiazolo(3,2-C)benzoxazine derivatives

.alpha.-Amino(1,3-dithiin-5-yl)-acetic acid in the D-, L-, or D,L-form and in which the amino radical is free or protected by tert.-butoxycarbonyl or 2,2,2-trichloroethoxycarbonyl is a useful intermediate in the preparation of cephalosporins having valuable antibacterial activity.

Dithiinoacetic acid and its preparation

The invention provides novel cephalosporins of the formula: ##STR1## in which R.sub.1 represents acetoxy, (5-methyl-1,3,4-thiadiazol-2-yl)-thio, (1-methyl-tetrazol-5-yl)-thio or [1-(2-hydroxyethyl)-tetrazol-5-yl]-thio and R.sub.2 represents carboxyl, or R.sub.1 represents pyridinio and R.sub.2 the carboxylato ion, and, when R.sub.2 represents carboxyl, their metal salts and addition salts with nitrogen-containing bases, which have useful antibacterial properties.

3-[(1,3-Dithiin-5-yl)-acetamido]-cephalosporins and antibacterial

New oxathiino- and dithiino-aminoacetic acids of the formula: ##STR1## in which A represents oxygen or sulphur, together with their racemic forms, their optically active forms and mixtures thereof, their reactive derivatives and their acid addition salts, are valuable intermediates for the preparation of therapeutically active derivatives, in particular cephalosporin derivatives of the formula: ##STR2## where R is hydrogen or acetoxy.

Oxathiino- and dithiino-aminoacetic acids

New cephalosporin derivatives of the formula: ##STR1## in which either (a) R.sub.1 is hydrogen, acetoxy, azido or heterocyclylthio or heterocyclylcarbonylthio which is (1,3,4-thiadiazol-2-yl)-thio which is unsubstituted or substituted by straight or branched chain C.sub.1-4 alkyl or alkoxy, straight or branched chain C.sub.1-4 alkylthio, straight or branched chain C.sub.1-4 alkylsulphonyl, amino or acetylamino; (1,2,3,4-tetrazol-5-yl)-thio which is unsubstituted or substituted in the 1-position by straight or branched chain C.sub.1-4 alkyl, hydroxy straight or branched chain C.sub.1-4 alkyl, phenyl or hydroxyphenyl, or in the 2-position by straight or branched chain C.sub.1-4 alkyl or hydroxy straight or branched chain C.sub.1-4 alkyl; (1,2,4-triazol-3-yl)-thio, (4-methyl-1,3-thiazol-2-yl)-thio, (3-methyl-1,2,4-thiadiazol-5-yl)-thio or (1,2,3-thiadiazol-4-yl)-carbonylthio, and R.sub.2 is carboxy or a radical of the formula: ##STR2## in which the radical: ##STR3## is a radical which can be easily removed enzymatically, and in which R.sub.3 is hydrogen or straight or branched chain C.sub.1-4 alkyl and R.sub.4 is straight or branched chain C.sub.1-4 alkyl or cyclohexyl; or (b) R.sub.1 is a pyridinio ion and R.sub.2 is a carboxylato ion, and pharmaceutically acceptable non-toxic metal salts thereof and addition salts thereof with nitrogen containing bases possess valuable anti-bacterial properties, showing activity against both Gram-positive and Gram-negative bacteria.

New cephalosporin derivatives of the general formula: ##STR1## in which R represents a straight or branched chain C.sub.1-4 alkyl radical, or a phenyl (straight or branched chain C.sub.1-4 alkyl) radical, n is 0, 1 or 2, and either R.sub.1 is a pyridinio ion and R.sub.2 is a carboxylato ion, or R.sub.1 represents a hydrogen atom, or an acetoxy, (5-methyl-1,3,4-thiadiazol-2-yl)-thio or (1-methyl-1,2,3,4-tetrazol-5-yl)-thio radical and R.sub.2 represents a carboxy radical or a radical of the formula; ##STR2## in which the radical: ##STR3## is a radical which can be removed easily by enzymatic means and in which R.sub.3 represents a hydrogen atom or a straight or branched chain C.sub.1-4 alkyl radical, a phenyl radical or a phenyl (C.sub.1-2 alkyl) radical and R.sub.4 represents a straight or branched chain C.sub.1-4 alkyl radical, a straight or branched chain C.sub.1-4 alkoxy radical, a cyclohexyl radical, a phenyl radical or a phenyl (C.sub.1-2 alkyl) radical;

Cephalosporin derivatives, and compositions containing them

New cephalosporin compounds of the formula: ##STR1## in which A is oxygen or sulphur, R.sub.1 is hydrogen or acetoxy and R.sub.2 is carboxy or a radical of the formula: ##STR2## in which the radical ##STR3## is a radical which can be easily removed enzymatically, and in which R.sub.3 is hydrogen or straight or branched chain C.sub.1-4 alkyl and R.sub.4 is straight or branched chain C.sub.1-4, alkyl or cyclohexyl, together with its diastereoisomeric forms and mixtures thereof, its acid addition salts and, where appropriate, its pharmaceutically acceptable non-toxic metal salts and addition salts with nitrogen-containing bases other than ammonia, exhibit valuable anti-bacterial properties, in particular against Gram-positive and Gram-negative bacteria.

1,4-Dithiin (and oxathiin)-yl cephalosporin derivatives, and

New cephalosporin derivatives of the formula: ##STR1## wherein one of A and A.sub.1 represents oxygen or sulphur and the other represents sulphur, R.sub.1 represents hydrogen, acetoxy, (5-methyl-1,3,4-thiadiazol-2-yl)thio or (1-methyl-1,2,3,4-tetrazol-5-yl)thio and R.sub.2 represents carboxy, or R.sub.1 represents a pyridinio radical and R.sub.2 represents the carboxylate ion, are therapeutically useful compounds possessing antibacterial properties.

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Le Plessis Robinson, France

Christian Berger