Hydroxyalkyl ether derivatives of rutin poly(H-)sulfate and method of use
AssigneeAmerican Cyanamid Company
InventorsVijay G. Nair, Joseph P. Joseph, Seymour Bernstein
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Abstract
Hydroxyalkyl ether derivatives of rutin poly(H-)sulfate and salts thereof useful as complement inhibitors.
Claims35
A compound selected from those of the formula:
- ##STR4## wherein A is C.sub.1 -C.sub.5 alkyldiyl;
- n is an integer zero or one;
- R is SO.sub.3 B;
- R.sub.1 is hydrogen or SO.sub.3 B;
- and B is a pharmaceutically acceptable salt cation, wherein the salt forming moiety is selected from the group alkali metal, alkaline earth metal, ammonia and substituted ammonia selected from the group C.sub.1 -C.sub.6 trialkylamine, piperidine, pyrazine, C.sub.2 -C.sub.6 alkanolamine and C.sub.3 -C.sub.6 cycloalkylamine.
The compound according to claim 1, 3',4',7-tris(2-hydroxyethyl)rutin, deca(H-sulfate)sodium salt.
The compound according to claim 1, 3',4',7-tris(2-hydroxypropyl)rutin, deca(H-sulfate)sodium salt.
A composition of matter comprising a mixture of 3',4',7-tris(2-hydroxypropyl)rutin, nona(H-sulfate)sodium salt and 3',4',7-tris(2-hydroxypropyl)rutin, deca(H-sulfate)sodium salt.
The compound according to claim 1, 7-(2-hydroxyethyl)rutin, deca(H-sulfate)sodium salt.
The compound according to claim 1, 7-(2-hydroxyethyl)rutin, nona(H-sulfate)sodium salt.
A composition of matter comprising a mixture of 7-(2-hydroxypropyl)rutin, nona(H-sulfate)sodium salt and 7-(2-hydroxypropyl)rutin, deca(H-sulfate)sodium salt.
A method of inhibiting the complement system in a body fluid which comprises subjecting said body fluid to the action of an effective complement inhibiting amount of a compound of the formula:
- ##STR5## wherein A is C.sub.1 -C.sub.5 alkyldiyl;
- n is an integer zero or one;
- R is SO.sub.3 B;
- R.sub.1 is hydrogen or SO.sub.3 B;
- and B is a pharmaceutically acceptable salt cation, wherein the salt forming moiety is selected from the group alkali metal, alkaline earth metal, ammonia and substituted ammonia selected from the group C.sub.1 -C.sub.6 trialkylamine, piperidine, pyrazine, C.sub.2 -C.sub.6 alkanolamine and C.sub.3 -C.sub.6 cycloalkylamine.
A method of inhibiting the complement system in a body fluid which comprises subjecting said body fluid to the action of an effective complement inhibiting amount of a composition of matter comprising a mixture of 3',4',7-tris(2-hydroxypropyl)rutin, nona(H-sulfate)sodium salt and 3',4',7-(2-hydroxypropyl)rutin, deca(H-sulfate)sodium salt.
A method of inhibiting the complement system in a body fluid which comprises subjecting said body fluid to the action of an effective complement inhibiting amount of a composition of matter comprising a mixture of 7-(2-hydroxypropyl)rutin, nona(H-sulfate)sodium salt and 7-(2-hydroxypropyl)rutin, deca(H-sulfate)sodium salt.
A method of inhibiting the complement system in a warm-blooded animal which comprises administering to said animal an effective complement inhibiting amount of a compound of the formula:
- ##STR6## wherein A is C.sub.1 -C.sub.5 alkyldiyl;
- n is an integer zero or one;
- R is SO.sub.3 B;
- R.sub.1 is hydrogen or SO.sub.3 B;
- and B is a pharmaceutically acceptable salt cation, wherein the salt forming moiety is selected from the group alkali metal, alkaline earth metal, ammonia and substituted ammonia selected from the group C.sub.1 -C.sub.6 trialkylamine, piperidine, pyrazine, C.sub.2 -C.sub.6 alkanolamine and C.sub.3 -C.sub.6 cycloalkylamine.
A method of inhibiting the complement system in a warm-blooded animal which comprises administering to said animal an effective complement inhibiting amount of a composition of matter comprising a mixture of 3',4',7-tris(2-hydroxypropyl)rutin, nona(H-sulfate)sodium salt and 3',4',7-tris(2-hydroxypropyl)rutin, deca(H-sulfate)sodium salt.
A method of inhibiting the complement system in a warm-blooded animal which comprises administering to said animal an effective complement inhibiting amount of a composition of matter comprising a mixture of 7-(2-hydroxypropyl)rutin, nona(H-sulfate)sodium salt and 7-(2-hydroxypropyl)rutin, deca(H-sulfate)sodium salt.
Dependencies are inferred from the claim text.