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 Polyiods benzene derivatives and X-ray contrast media containing the same

Details
Inventors: Tilly, Guy; Hardouin, Michel Jean-Charles; Lautrou, Jean;
Assignee: Guerbet S.A. (Aulnay-sous-Bois, FR)
Primary Examiner: Thomas, Jr.; James O.
Assistant Examiner: Breitenstein; G. T.
Attorney, Agent or Firm: Young & Thompson

This invention relates to compounds of the formula: ##STR1## in which: R.sub.1 represents a hydrogen atom or a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical, R.sub.2 represents a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical, A represents a group of the formula: ##STR2## in which: R.sub.3 represents a hydrogen atom, a group of the formula ##STR3## in which R.sub.5 and R.sub.6 represent each a hydrogen atom or a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical, or a group of the formula ##STR4## in which R.sub.7 represents a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical and R.sub.8 represents a hydrogen atom, a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical, a is 0 or 1 and n is an integer from 1 to 5 inclusive, R.sub.4 represents a hydrogen atom or a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical, their methyl and ethyl esters and their salts with pharmaceutically acceptable bases. Said compounds are useful as X-ray contrast media.

DETAILED DESCRIPTION Having now described our invention what we claim as new and desire to secure by Letters Patent is: 1.
A compound selected from a compound of the formula: ##STR17## in which: R.
sub.
1 is selected from hydrogen, C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl, R.
sub.
2 is selected from C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl, A represents a group of the formula: ##STR18## in which: R.
sub.
3 is selected from: hydrogen; a group of the formula ##STR19## in which R.
sub.
5 and R.
sub.
6 are independently selected from hydrogen, C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl; and a group of the formula ##STR20## in which R.
sub.
7 is selected from C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl and R.
sub.
8 is selected from hydrogen, C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl, a is an integer from 0 to 1 and n is an integer from 1 to 5, R.
sub.
4 is selected from hydrogen, C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl, its methyl and ethyl esters and its salt with a pharmaceutically acceptable base.
2.
A compound as defined in claim 1, in which: R.
sub.
1 is hydrogen, R.
sub.
2 is C.
sub.
1-4 alkyl, A represents a group of the formula: ##STR21## in which: R.
sub.
3 is selected from: hydrogen; a group of the formula --CO--NR.
sub.
5 R.
sub.
6 in which R.
sub.
5 is hydrogen and R.
sub.
6 is selected from C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl; and a group of the formula --NR.
sub.
8 COR.
sub.
7 in which R.
sub.
7 is C.
sub.
1-4 alkyl and R.
sub.
8 is selected from hydrogen and C.
sub.
1-4 alkyl, n is an integer from 1 to 5 inclusive, and R.
sub.
4 is selected from hydrogen and C.
sub.
1-4 alkyl.
3.
2,4,6-Triiodo-5-acetamideo-1,3-bis[(2,4,6-triiodo-3 -N-hydroxyethylcarbamoyl-5-carboxy-phenyl)-carbamoyl-methyl-carbamoyl]benze ne or a salt thereof with a pharmaceutically acceptable base.
4.
X-ray contrast medium, comprising an effective amount of a compound selected from a compound of the formula: ##STR22## in which: R.
sub.
1 is selected from hydrogen, C.
sub.
1-4 alkyl and C.
sub.
1-4 hydroxyalkyl, R.
sub.
2 is selected from C.
sub.
1-4 alkyl and C



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