Ucb S.a.

Ucb Societe Anonyme

Recherche Et Industrie Therapeutiques (r.i.t.)

Eric Cossement

Jean Gobert

Ernst Wulfert

Guy Bodson

Ludovic Rodriguez

Pierre Ykman

Philippe Michel

Jacques Leclercq

Jean-Pierre Jules Geerts

Berend Jan Van Keulen

Solo Goldstein

Leon Ghosez

Jacques Leclerca

Alma Gower

Jacques Mathieu

Robert Biname

Roland Boydens

Enantiomers of 1&lsqb;(4-chloro-phenyl) phenylmethyl&rsqb;-4-&lsqb;(4-methylphenyl) sulfony&rsqb;piperazine

Levorotatory and dextrorotatory enantiomers of 1-�(4-chlorophenyl)phenylmethyl!-4-�(4-methylphenyl)sulfonyl!piperazine of the formula ##STR1## their preparation and use for the preparation of substantially optically pure enantiomers of 1-�(4-chlorophenyl)phenylmethyl!piperazine, which are themselves valuable intermediate products for the preparation of optically active therapeutic compounds having a very high degree of optical purity.

Enantiomers of 1-�(4-chlorophenyl)phenylmethyl!-4-�(4-methylphenyl)

Enantiomers of 1-�(4-chlorophenyl)phenylmethyl!-�(4-methylphenyl)sulfonyl!p

Levorotatory and dextrorotatory enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine of the formula ##STR1## their preparation and use for the preparation of substantially optically pure enantiomers of 1-[(4-chlorophenyl)phenylmethyl]piperazine, which are themselves valuable intermediate products for the preparation of optically active therapeutic compounds having a very high degree of optical purity.

Enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)

A method is disclosed for the treatment of anxiety in a patient in need thereof, by administering to said patient an effective amount of (S)-(-)-.alpha.-ethyl-2-oxo-1-pyrrolidineacetamide of the formula ##STR1##

Treatment of anxiety with the aid of

New 2-hydroxyl-3-[1-(1H-imidazol-4-yl)alkyl]-benzenecarboximidamides as well as their salts, having the formula ##STR1## wherein R.sub.1 is hydrogen or an alkyl radical having 1 to 4 carbon atoms,

Hydroxy-3-[1-(1H-imidazol-4-yl)alkyl]-benzenecarboximidamides and their

New substituted cyclopropylamino-1,3,5-triazines having the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.3 -alkyl, C.sub.3 -C.sub.5 -cycloalkyl or C.sub.1 -C.sub.3 -alkyl-C.sub.3 -C.sub.5 -cycloalkyl

Substituted cyclopropylamino-1,3,5-triazines

New 2-amino-4-morpholino-6-propyl-1,3,5-triazines having the formula ##STR1## wherein R.sub.1 is hydrogen, alkyl, aralkyl or acetyl,

2-amino-4-morpholino-6-propyl-1,3,5-triazines

A method for the treatment of cognitive and behavioral disorders associated with aging and with dementia syndromes, for example senile dementia, Alzheimer's type, by administering a 2-amino-4-morpholino-6-propyl-1,3,5-triazine of the formula ##STR1## in which R.sub.1 =hydrogen, alkyl, aralkyl or acetyl, R.sub.2 =hydrogen, hydroxyl, alkyl, hydroxyalkyl, alkoxyalkyl, dialkylamino, aryl-hydroxyalkyl, (hydroxycycloalkyl)alkyl, alkanoyloxyalkyl, benzoyloxyalkyl, phenylacetyloxyalkyl, aminocarbonyloxyalkyl, COR.sub.3, where R.sub.3 =alkyl, aryl, halogenoaryl, alkylaryl, alkoxyaryl, aralkyl or aryloxy, CONR.sub.4 R.sub.5, where R.sub.4 and R.sub.5 =hydrogen or alkyl, or R.sub.1 and R.sub.2 form an alkyleneimino substituted by hydroxyalkyl, and in addition when R.sub.1 =acetyl, R.sub.2 =acetoxyalkyl, or a salt thereof.

Treatment of cognitive and behavioral disorders associated with aging

New substituted 1-(1H-imidazol-4-yl)alkyl-benzamides and their salts, processes for the preparation thereof and pharmaceutical compositions. These compounds have the formula ##STR1## wherein R.sub.1, R.sub.2 =hydrogen or C.sub.1 -C.sub.4 -alkyl,

Substituted 1-(1H-imidazol-4-yl)alkyl-benzamides as anti-ischemics and

New substituted 1H-imidazoles and their salts, processes for the preparation thereof and pharmaceutical compositions. These compounds have the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.5 =hydrogen or C.sub.1 -C.sub.4 -alkyl;

Substituted 1H-imidazoles

6-Amino-spiro[penam-2,4'-piperidine]-3-carboxylic acid derivatives having the formula ##STR1## wherein R is a methyl, phenyl or benzyl radical, Z.sub.1 is a hydrogen atom and Z.sub.2 is a radical selected from those known from penicillin chemistry and is preferably a 2-phenylacetyl, 2-amino-2-phenylacetyl, 5-methyl-3-phenyl-4-isoxazolecarbonyl or 2,6-dimethoxybenzoyl radical, or Z.sub.1 and Z.sub.2 together represent a bivalent radical Z.sub.3 and preferably a (hexahydro-1H-azepin-1-yl)methylene radical, as well as the pharmaceutically acceptable non-toxic salts thereof and process for preparing the same. These compounds have valuable antibacterial properties and are useful as therapeutic agents in the treatment of infectious diseases caused by Gram-positive and Gram-negative bacteria.

6-Amino-spiro[penam-2,4'-piperidine]-3-carboxylic acid, antibacterial

6-Amino-spiro[penam-2,4'-piperidine]-3-carboxylic acids, salts and esters thereof of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl or an alkali metal or ammonium ion and R.sub.2 is methyl, phenyl or benzyl and process for preparing the same. These compounds are useful as intermediates in the synthesis of a new group of antibiotics having properties similar to penicillins, besides own antibiotic activity with a broad antibacterial spectrum. Therefore, they are useful as antibacterials agents and as therapeutic agents for humans and for animals in the treatment of infectious diseases caused by Gram-positive and Gram-negative bacteria.

6-Amino-spiro[penam-2,4'-piperidine]-3-carboxylic acids, antibacterial

Amino-spiro[oxa(or thia)cycloalkane-penam]-carboxylic acid derivatives having the formula ##STR1## WHEREIN X is a sulfur or oxygen atom or the sulfinyl group, n is 1 or 2, m is 1 or 2, R.sub.1 is hydrogen, R.sub.2 is one of the radicals known in the chemistry of the penicillins, preferably 2-phenylacetyl, 2-amino-2-phenylacetyl, 5-methyl-3-phenyl-4-isoxazolecarbonyl or 2,6-dimethoxybenzoyl, or R.sub.1 and R.sub.2 together represent a bivalent radical R.sub.3, preferably (hexahydro-1H-azepin-1-yl)methylene and their therapeutically acceptable non-toxic salts and process for preparing the same. These compounds have valuable antibacterial properties and are useful as therapeutic agents in the treatment of infectious diseases caused by Gram-positive and Gram-negative bacteria.

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Brussels, Belgium

Eric Cossement