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US 2018/0243239 A1Published application
2,4,6-trialkoxystryl aryl sulfones, sulfonamides and carboxamides, and methods of preparation and use
AssigneeTemple University - Of The Commonwealth System of Higher Eduction
InventorsM. V. Ramana Reddy, E. Premkumar Reddy
Life of this patent
Estimating the term…
Abstract
Compounds according to Formula I are provided: and salts thereof, wherein R1, R2, R3, R4, R5, R6, R13, A, X and Y are as defined herein. Methods for preparing compounds of Formula I are also provided, as well as methods of treating cellular proliferative disorders, such as cancer, using compounds of Formula I.
Claims22
A compound according to Formula I,
- wherein:
- X and Y are independently selected from CH and N, provided that both X and Y may not be N;
- A is —(CH2)m;
- m is 0-2;
- R1 is —CH(R)SO2—, —NHSO2— or —NHC(═O)—;
- R is H or —(C1-C6)alkyl;
- each of R2, R3, R4 and R5 is independently selected from —(C1-C6)alkyl;
- R6 is:
- —CH═CH—C(═O)—R7;
- —CH═C[C(═O)O—(C1-C6)alkyl]2;
- —C(═O)—CH═CH—R8;
- —(C2-C6) unsaturated hydrocarbyl;
- —C(═O)—(C2-C6) unsaturated hydrocarbyl;
- or
- —SO2—CH═CH—R9;
- R7 is selected from —OR10;
- —(C1-C4)alkyl;
- —NR11R12;
- aryl;
- substituted aryl with one or more substituents selected from halo, —(C1-C4)alkoxy, —(C1-C4)alkyl and methylenedioxy;
- heteroaryl and substituted heteroaryl, said heteroaryl and substituted heteroaryl containing up to ten ring atoms selected from carbon and nitrogen, wherein the ring contains up to three nitrogen atoms, and said substituted heteroaryl has one or more substituents on said ring atoms selected from halo, —(C1-C4)alkoxy, —(C1-C4)alkyl and methylenedioxy;
- R8 is selected from —H, —CN, —NO2, —C(═O)OH, —C(═O)O(C1-C6)alkyl, —(C1-C4)alkyl, aryl, substituted aryl, heteroaryl and substituted heteroaryl;
- wherein said substituted aryl and said substituted heteroaryl are substituted with one or more substituents independently selected from the group consisting of halogen, —CN,
- —NR142, —(CH2)nNR142, —O(CH2)nNR142, —NR14C(═O)(C1-C6)alkyl, —NR14C(═O)O(C1-C6)alkyl, —NR14C(═O)NR142, —NR14C(═NR14)NR142, —NH(CH2)nC(═O)OR14, —OH, —NO2, —(C1-C6)alkyl, —(CH2)nO(C1-C6)alkyl, —(C1-C6)alkoxy, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C1-C6)perfluoroalkyl, —(C1-C6)perfluoroalkoxy, —C(═O)R14, —(═O)OR14, —C(═O)NR142, —OC(═O)R14, —OC(═O)NR142, —OC(═O)O(C1-C6)alkyl, —SO2NH2 and —SO2(C1-C6)alkyl;
- n is 1, 2, 3, 4, or 5;
- R9 is —H or —(C1-C6)alkyl;
- R10 is —H or —(C1-C6)alkyl;
- and
- R11 and R12
- are independently selected from —H, —(C1-C4)alkyl and —(C2-C4)acyl, or
- R11 and R12, with the nitrogen atom to which they are attached, form a 5-, 6- or 7-membered heterocyclic ring containing said nitrogen atom and optionally another heteroatom, wherein when said optional hetroatom is a nitrogen atom, said nitrogen atom is optionally substituted with —(C1-C4)alkyl;
- R13 is H or (C2-C6) unsaturated hydrocarbyl group;
- and
- each R14 is independently selected from the group consisting of —H and —(C1-C6)alkyl;
- or
- two occurrences of R14 bound to the same nitrogen form a (C2-C6)heterocycle, together with the nitrogen atom to which they are bound;
- or
- a pharmaceutically acceptable salt thereof.
35 more elements
9-79. (canceled)
90-91. (canceled)
Dependencies are inferred from the claim text.