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US 10,246,444 B2Granted
1,2-dithiolane and dithiol compounds useful in treating mutant EGFR-mediated diseases and conditions
AssigneeSabila Biosciences LLC
InventorTarek Suhayl Mansour
Life of this patent
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Abstract
Compositions of the invention comprise 1,2-dithiolane, dithiol and related compounds useful as therapeutic agents for the treatment and prevention of diseases and conditions associated with aberrant EGFR activity.
Claims12
A compound having formula (I):
- including enantiomers, diastereomers, and pharmaceutically acceptable salts thereof, wherein:
- A is selected from the group consisting of
- with the proviso that when A is
- then Y cannot be N and X2 cannot be H when Y is N;
- Z1 is selected from the group consisting of S, SO, and SO2;
- Z2 is selected from the group consisting of S, SO, and SO2;
- Z3 is selected from the group consisting of SH, SCOR1, SO2R2, and SO3H;
- Z4 is selected from the group consisting of SH, SCOR1, SO2R2, and SO3H;
- n=0, 1, 2, 3, 4;
- W is selected from the group consisting of CO and SO2;
- X1 is selected from the group consisting of hydrogen, optionally substituted C1-6 alkyl, and, optionally substituted C1-6 alkoxy;
- X2 is selected from the group consisting of hydrogen, optionally substituted C1-6 alkyl, OR3,
- and the C2-6 sugar alcohols such as ethylene glycol, glycerol, erythritol, threitol, arabitol, xylitol, ribitol, mannitol, galacitol frucitol, iditol, inositol, and sorbitol;
- Y is selected from the group consisting of N and C—CN;
- R is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, C1-6 alkenyl, C1-6 alkynyl, halogen, C1-6 haloalkyl, C3-7 cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, heteroarylalkyl, alkoxyheteroarylalkyl,
- R1a is at each occurrence independently selected from the group consisting of hydrogen, halogen, C1-6 alkyl, and C1-6 alkoxy;
- R1 is at each occurrence independently selected from the group consisting of hydrogen, optionally substituted C1-6 alkyl, and optionally substituted C1-6 alkoxy;
- R2 is at each occurrence independently selected from the group consisting of hydrogen, optionally substituted C1-6 alkyl, and optionally substituted C1-6 alkoxy;
- R3 is an optionally substituted C1-6 alkyl;
- R4 is at each occurrence independently selected from the group consisting of hydrogen, OH, and OR5;
- q=0, 1, 2, 3, 4, or 5;
- R5 is at each occurrence an optionally substituted C1-6 alkyl;
- two R5 substituents can be joined together with the atoms to which they are bound to form a 5 to 6 membered ring.
20 more elements
Dependencies are inferred from the claim text.