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US 5,387,685 AGranted
MDR reversal agents
OwnerDennis Powell, Rolf Paul +3inventors
InventorsDennis Powell, Rolf Paul, William A. Hallett, Dan M. Berger, Minu D. Dutia
Life of this patent
Estimating the term…
Abstract
Compounds of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are herein described, A is a straight or branched (C.sub.2 -C.sub.12)alkyl or a phenyl moiety and B is a moiety of the formula: ##STR2## The compounds are effective in potentiating the activity of chemotherapeutic anti-cancer agents by increasing the sensitivity of multi-drug resistant cells to such chemotherapeutic agents.
Claims52
A compound of the formula:
- ##STR41## wherein R.sup.2 is H, OH, O-alkyl(C.sub.1-C.sub.4), F, Br, Cl, I, NO.sub.2, OCF.sub.3, alkyl(C.sub.1 -C.sub.6), or N(R.sup.12).sub.2 ;
- R.sup.3 is H, OH, O-alkyl(C.sub.1 -C.sub.3), straight or branched
- OSi-(C.sub.1 -C.sub.4)alkyl, F, Br, Cl, I, NO.sub.2, alkyl(C.sub.1 -C.sub.6),
- OCH.sub.2 CH.sub.2 Cl, O-alkyl(C.sub.2 -C.sub.5)-imidazole,
- O-alkyl(C.sub.2 -C.sub.5)N(R.sup.12).sub.2, OSO.sub.2 CF.sub.3, OCF.sub.3, or N(R.sup.12).sub.2 ;
- or R.sup.2 and R.sup.3 taken together are methylenedioxy or ethylenedioxy;
- R.sup.4 is H, OH, O-alkyl(C.sub.1 -C.sub.4), F, Br, Cl, I, or alkyl (C.sub.1 -C.sub.3);
- R.sup.5 is H, CN, CH.sub.2 OH, C.sub.2 (C.sub.1 -C.sub.3)alkyl, CH.sub.2 NH.sub.2, CH.sub.2 N(R.sup.12).sub.2 or alkyl (C.sub.1 -C.sub.3);
- R.sup.1 is straight or branched (C.sub.1 -C.sub.12)alkyl, cycloalkyl(C.sub.3 -C.sub.7), bicycloalkyl(C.sub.6 -C.sub.10), tricycloalkyl(C.sub.6 -C.sub.10), imidazole or a moiety of the formula:
- ##STR42## wherein m is an integer 0-3, X is H, straight or branched (C.sub.1 -C.sub.4)alkyl, I,
- Cl, Br, F, NO.sub.2, or N(R.sup.12).sub.2 ;
- A is straight or branched (C.sub.2 -C.sub.12)alkyl, or a moiety selected from these of the formulae:
- ##STR43## B is a moiety of the formula:
- ##STR44## n and P are integers with n=1, p=1;
- R.sup.6 is H, alkyl(C.sub.1 -C.sub.4), or a moiety of the formula:
- ##STR45## s is an integer with s=1-3, R.sup.7 and R.sup.8 are independently
- H, alkyl (C.sub.1 -C.sub.4), or O-alkyl (C.sub.1 -C.sub.4);
- R.sup.9 is H, O-alkyl(C.sub.1 -C.sub.4), F, Br,
- Cl, I, or alkyl(C.sub.1 -C.sub.3);
- R.sup.10 is H, O-alkyl(C.sub.1 -C.sub.3), OH,
- F, Br, Cl, I, alkyl(C.sub.1 -C.sub.3),
- OCH.sub.2 CH.sub.2 Cl,
- S-alkyl(C.sub.1 -C.sub.4), OSO.sub.2 CF.sub.3,
- OCF.sub.3, OCH.sub.2 -phenyl , NO.sub.2 or N (R.sup.12 ).sub.2 ;
- R.sup.11 is H, O-alkyl(C.sub.1 -C.sub.4),
- S-alkyl(C.sub.1 -C.sub.4), OH, F, Br, Cl, I, OCF.sub.3,
- OCH.sub.2 -phenyl, or alkyl (C.sub.1 -C.sub.3)
- R.sup.12 is alkyl(C.sub.1 -C.sub.4);
- or a pharmaceutically acceptable salt thereof.
26 more elements
Dependencies are inferred from the claim text.