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US 4,258,181 AGranted
Substituted 9,10-anthracenebishydrazones
AssigneeAmerican Cyanamid Company
InventorsKeith C. Murdock, Frederick E. Durr
Life of this patent
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Abstract
This disclosure describes anthracene-9,10-bis-carbonyl-hydrazones and derivatives thereof useful as antibacterial agents, for inhibiting the growth of transplanted mouse tumors, and for inducing the regression and/or palliation of leukemia and related cancers.
Claims23
A compound selected from the group consisting of those of the formula:
- ##STR14## wherein Z is a trivalent moiety selected from the group consisting of those of the formulae:
- ##STR15## wherein n is 0, 1, 2 or 3 and R is hydrogen, alkyl having up to 4 carbon atoms, cycloalkyl having from 3 to 6 carbon atoms, phenyl or benzyl;
- R.sub.1 is selected from the group consisting of hydrogen and alkyl having up to 4 carbon atoms;
- R.sub.2 is selected from the group consisting of hydrogen, alkyl having up to 4 carbon atoms, phenyl and monovalent moieties of the formulae:
- ##STR16## wherein m is 2, 3, 4 or 5, p is 1, 2 or 3, q is 0, 1 or 2, R' is hydrogen or alkyl having up to 4 carbon atoms, R" is hydrogen or alkyl having up to 4 carbon atoms, R.sub.7 is alkyl having up to 4 carbon atoms, amino, anilino, hydrazino, monohydroxyalkylamino having from 2 to 4 carbon atoms and wherein the carbon atom alpha to the nitrogen atom may not bear an hydroxy group, alkylamino having up to 4 carbon atoms, dialkylamino wherein each alkyl group has up to 4 carbon atoms, cycloalkylamino having from 3 to 6 carbon atoms, benzylamino, .alpha.-phenethylamino, .beta.-phenethylamino, 2-furfurylamino, 3-furfurylamino, .alpha.-thenylamino, .beta.-thenylamino, .alpha.-pyridylmethylamino, .beta.-pyridylmethylamino, .gamma.-pyridylmethylamino, indanylamino, pyrrolidino, piperidino, morpholino, thiomorpholino, N-methylpiperazino, alkoxy having up to 4 carbon atoms, alkylthio having up to 4 carbon atoms or a moiety of the formula:
- ##STR17## wherein m, R.sub.1, R' and R" are as hereinbefore defined and the moiety --NR'R" may be pyrrolidino, piperidino, morpholino or N-methylpiperazino, X is oxo (O.dbd.), thioxo (S.dbd.) or imino (R'--N.dbd. wherein R' is as hereinbefore defined) and Y is oxy (--O--), thio (--S--), methylene (--CH.sub.2 --) or a divalent group of the formula:
- ##STR18## wherein R.sub.8 is alkyl having up to 4 carbon atoms or monohydroxyalkyl having from 2 to 4 carbon atoms and wherein the carbon atom alpha to the nitrogen atom may not bear an hydroxy group;
- and R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each individually selected from the group consisting of hydrogen, halogen (F, Cl, Br, I), hydroxy, nitro, amino, sulfonamido, alkyl having up to 3 carbon atoms and alkoxy having up to 3 carbon atoms;
- and the pharmacologically acceptable acid-addition and quaternary ammonium salts thereof.
6 more elements
Dependencies are inferred from the claim text.