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Details for Patent: 4,614,618

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Details for Patent: 4,614,618

Title: 1,4-bis(substituted-amino)-5,8-dihydroxy anthraquinones and leuco bases thereof
Abstract:This disclosure describes symmetrical 1,4-bis(substituted-amino)-5,8-dihydroxyanthraquinones useful as chelating agents and for inducing regression and/or palliation of cancer diseases in mammals.
Inventor(s): Murdock; Keith C. (Pearl River, NY), Durr; Frederick E. (Ridgewood, NJ)
Assignee: American Cyanamid Company (Stamford, CT)
Filing Date:Jul 22, 1985
Application Number:06/757,410
Claims:1. A compound selected from the group consisting of those of the formulae: ##STR11## wherein R.sub.3 and R.sub.4 are both methyl or both ethyl, and the leuco bases and tautomers thereof; said compounds being in solid form; and ##STR12## wherein Q is a divalent moiety selected from the group consisting of those of the formulae: ##STR13## wherein n is an integer from 2 to 4, inclusive; R.sub.1 and R.sub.2 are each individually selected from the group consisting of hydrogen, alkyl having from 1 to 4 carbon atoms and monohydroxyalkyl having from 2 to 4 carbon atoms and wherein the carbon atom alpha is the nitrogen atom may not bear an hydroxy group with the proviso that R.sub.1 and R.sub.2 may not both be hydrogen or alkyl; and the leuco bases and tautomers thereof; and the pharmacologically acceptable acid-addition salts thereof.

2. A compound selected from the group consisting of those of the formulae: ##STR14## wherein R.sub.3 and R.sub.4 are both ethyl, and the leuco bases and tautomers thereof, said compounds being in solid form; and ##STR15## wherein Q is a divalent moiety selected from the group consisting of those of the formulae: ##STR16## wherein n is an integer from 2 to 4, inclusive; R.sub.1 and R.sub.2 are each individually selected from the group consisting of hydrogen, alkyl having from 1 to 4 carbon atoms and monohydroxyalkyl having from 2 to 4 carbon atoms and wherein the carbon atom alpha to the nitrogen atom may not bear an hydroxy group with the proviso that R.sub.1 and R.sub.2 may not both be hydrogen or alkyl; and the leuco bases and tautomers thereof; and the pharmacologically acceptable acid-addition salt thereof.

3. A compound in solid form selected from the group consisting of:

a. Leuco-1,4-bis[(2-dimethylaminoethyl)amino]-5,8-dihydroxyanthraquinone;

b. 1,4-Bis[(2-dimethylaminoethyl)amino]-5,8-dihydroxyanthraquinone;

c. Leuco-1,4-bis[(2-diethylaminoethyl)amino]-5,8-dihydroxyanthraquinone; and

d. 1,4-Bis[(2,-diethylaminoethyl)amino]-5,8-dihydroxyanthraquinone.

4. A compound in accordance with claim 1 wherein the compound is Leuco-1,4-bis[(2-dimethylaminoethyl)amino]-5,8-dihydroxyanthraquinone.

5. A compound in accordance with claim 1 wherein the compound is 1,4bis[(2-dimethylaminoethyl)amino]-5,8-dihydroxyanthraquinone.

6. A compound in accordance with claim 1 wherein the compound is Leuco-1,4-bis[(2-diethylaminoethyl)amino]-5,8-dihydroxyanthraquinone.

7. A compound in accordance with claim 1 wherein the compound is 1,4-bis[(2-diethylaminoethyl)amino]-5,8-dihydroxyanthraquinone.
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