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 Hydroquinone sulfate derivatives and production thereof

Details
Inventors: Imada, Isuke;
Assignee: Takeda Chemical Industries, Ltd. (Osaka, JP)
Primary Examiner:
Assistant Examiner:
Attorney, Agent or Firm:

A compound of the formula: ##STR1## [wherein either one of R.sub.1 and R.sub.2 stands for hydrogen or SO.sub.3 H and the other is SO.sub.3 H, Z stands for ##STR2## (where m denotes an integer of 1-22, n denotes an integer of 0-21, R.sub.3 stands for hydrogen or an acyl group having 2 to 4 carbon atoms, and R.sub.4 is hydrogen or an alkyl group having 1 to 4 carbon atoms)] and pharmacologically acceptable salts thereof, which has various pharmacological actions such as antioxidative action, inhibitory action of SRS-A generation, immunoregulatory action, action on lysosome-membrane, cell-activating action, phosphodiesterase-inhibitory action, etc.

DETAILED DESCRIPTION I claim: 1.
A compound of the formula: ##STR8## wherein either one of R.
sub.
1 and R.
sub.
2 is hydrogen or SO.
sub.
3 H and the other is SO.
sub.
3 H, Z is ##STR9## where m is an integer of 1-22, n is an integer of 0-21, R.
sub.
3 is hydrogen or alkanoyl having 2 to 4 carbon atoms, and R.
sub.
4 is hydrogen or alkyl having 1 to 4 carbon atoms, or a pharmaceutically acceptable salt thereof.
2.
A compound as claimed in claim 1, wherein R.
sub.
1 stands for SO.
sub.
3 H and R.
sub.
2 stands for hydrogen.
3.
A compound as claimed in claim 1, wherein Z stands for --CH.
sub.
2 --.
sub.
m OR.
sub.
3.
4.
A compound as claimed in claim 1, wherein Z stands for --CH.
sub.
2 --.
sub.
n COOR.
sub.
4.
5.
A compound as claimed in claim 1, wherein the compound is in the form of a pharmacologically acceptable salt.
6.
A compound as claimed in claim 1, wherein the compound is a potassium salt of 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylhydroquinone 4-sulfate.
7.
A compound as claimed in claim 1, wherein the compound is a sodium salt of 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylhydroquinone 4-sulfate.
8.
A compound as claimed in claim 1, wherein the compound is a dipotassium salt of 6-(9-carboxynonyl)-2,3-dimethoxy-5-methylhydroquinone 4-sulfate.




Description:
This invention relates to medicinally useful novel hydroquinone derivatives having various pharmacological actions such as antioxidative action in living bodies, and a method of preparing them.
For the therapy of, for example, vascular disturbances in cerebral, cardiac or other organs, an antioxidant for inhibiting peroxidation of lipid is used in general.
The present inventor's search for compounds having excellent antioxidative action has led to the finding of novel compounds meeting this purpose.
The present invention relates to, more concretely: 1.
A compound of the formula: ##STR3## [wherein either one of R.
sub.
1 and R.
sub.
2 stands for hydrogen or SO.
sub.
3 H and the other one is SO.
sub.
3 H, Z stands for ##STR4## (where m denotes an integer of 1-22, n denotes an integer of 0-21, R



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