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US 10,207,989 B2Granted
Substituted alkyl diaryl derivatives, methods of preparation and uses
AssigneeTemple University of the Commonwealth System of Higher Education
InventorsM. V. Ramana Reddy, E. Premkumar Reddy
Life of this patent
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Abstract
Compounds according to Formula I are provided: and salts thereof, wherein Q1, Q2, R3, R4, 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). Q2-X—Y—CHR3—CHR4-Q1 (I)
Claims23
A compound of Formula I or a salt thereof;
- Q2-X-Y—CHR3—CHR4-Q1 (I)
- wherein:
- Q1 is substituted phenyl, with up to 5 substituents selected from the group consisting of:
- fluoro;
- bromo;
- nitro;
- —NR10R11;
- aroylamino;
- carboxy;
- cyano;
- carboxamido;
- trifluoromethyl;
- —O—R10;
- and [—N(—R1)—(CH2)m—C(—R5)(—R6)—(CH2)n—COOR7]z;
- wherein at least the 4-position of Q1 is substituted;
- Q2 is substituted phenyl, with up to 5 substituents selected from the group consisting of:
- fluoro;
- chloro;
- nitro;
- —NR10R11;
- aroylamino;
- cyano;
- carboxy;
- carboxamido;
- trifluoromethyl;
- —O—SO2—OH;
- —O—P(═O)(OR8)2;
- —O—R10;
- [—N(—R9)—(CH2)m—C(—R5)(—R6)—(CH2)n—COOR7]z;
- and a C1-C10 saturated or unsaturated, straight or branched, cyclic or acyclic, chiral or achiral hydrocarbyl group, wherein optionally at least one carbon atom of the hydrocarbyl group is replaced by —N(—R1)—, —O— or —S—;
- wherein at least one of Q1 and Q2 is substituted with a substituent other than unsubstituted phenyl;
- X is —CH(R2)—;
- Y is —S(═O)2—;
- R1 and R2 are each independently selected from the group consisting of H and a C1-C10 saturated or unsaturated, straight or branched, cyclic or acyclic, chiral or achiral hydrocarbyl group, wherein optionally at least one carbon atom of the hydrocarbyl group is replaced by —O— or —S—;
- R3 and R4 are H;
- R5 and R6 are each independently selected from the group consisting of H;
- halo;
- and C1-C10 saturated or unsaturated, straight or branched, cyclic or acyclic, chiral or achiral hydrocarbyl group, optionally substituted with one or more of halogen, C1-C4 alkyl, C1-C4 alkoxy, hydroxy, carboxy, carboxamido, amino, (C1-C6) alkyl, (C1-C10) dialkyl amino, or acylamino;
- or
- R5 and R6 may combine to form a saturated or unsaturated carbocyclic ring with from 3 to 6 carbon atoms, wherein one or more carbon atoms is optionally replaced with —N(—R1)—, —O—, or —S—;
- R7 is selected from the group consisting of H;
- and a C1-C10 saturated or unsaturated, straight or branched, cyclic or acyclic, chiral or achiral hydrocarbyl group;
- and an inorganic cation or an organic cation to form a salt;
- R8 is selected from the group consisting of H and (C1-C7) hydrocarbyl;
- R9 is selected from the group consisting of H and —(CH2)m—C(—R5)(—R6)—(CH2)n—COOR7;
- R10 is selected from the group consisting of H, branched or unbranched (C1-C6)alkyl, and (C2-C8)acyl;
- R11 is selected from the group consisting of H, branched or unbranched (C1-C6)alkyl, and (C2-C5)acyl;
- m and n are each independently 0-2;
- and
- z is 1-2.
47 more elements
Dependencies are inferred from the claim text.