Diazotized heterocyclic derivatives N-substituted by a biphenylmethyl group, their preparation and pharmaceutical compositions containing them

摘要

The subject of the invention is compounds of formula: …… in which … …  - R1 and R2 are similar or different and each independently represent hydrogen or a group chosen from: … …  . CO2N = C(NH2)2, …  . CONHNHCONH2, …  . CONHNHCSNH2, …  . C(OC2H5) = NCO2CH3, …  . COCH2CO2C2H5, …  . N(OH)-CONHCOOC2H5, …  . C(OC2H5) = NH … or a nitrogen-containing heterocycle chosen from: …… with the condition that at least one of the substituents R1 or R2 is different from hydrogen; …  - R3 represents a hydrogen, a C1-C6 alkyl which is unsubstituted or substituted by one or more halogen atoms, a C2-C6 alkenyl, a C3-C7 cycloalkyl, a phenyl, a phenylalkyl in which the alkyl is C1-C3, a phenylalkenyl in which the alkenyl is C2-C3, the said phenyl groups being unsubstituted or substituted one or more times with a halogen atom, a C1-C4 alkyl, a C1-C4 haloalkyl, a C1-C4 polyhaloalkyl, a hydroxyl or a C1-C4 alkoxy; …  - R4 and R5 each independently represent a C1-C6 alkyl, a C3-C7 cycloalkyl, a phenyl, a phenylalkyl in which the alkyl is C1-C3, the said alkyl, phenyl or phenylalkyl groups being unsubstituted or substituted by one or more halogen atoms or by a group chosen from a C1-C4 perfluoroalkyl, a hydroxyl or a C1-C4 alkoxy; …  - or R4 and R5, connected together, represent either a group of formula (CH2)n or a group of formula (CH2)pY(CH2)q, in which Y is either an oxygen atom or a sulphur atom or a carbon atom substituted by a C1-C4 alkyl group, a phenyl or a phenylalkyl in which the alkyl is C1-C3 or a group N-R6 in which R6 represents a hydrogen, a C1-C4 alkyl, a phenylalkyl in which the alkyl is C1-C3, a C1-C4 alkylcarbonyl, a C1-C4 haloalkylcarbonyl, a C1-C4 polyhaloalkylcarbonyl, a benzoyl, an alpha -aminoacyl or an N-protecting group, or R4 and R5, connected together, with the carbon atom to which they are connected, constitute an indane or an adamantane; …  - p + q = m; …  - n is an integer between 2 and 11; …  - m is an integer between 2 and 5; …  - X represents an oxygen atom or a sulphur atom; …  - z and t are simultaneously zero or one is zero and the other represents 1; … and their salts. …Application: Angiotensin II antagonists.