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US 7,253,207 B2Granted
Quinones as disease therapies
AssigneeCellgate, Inc.
InventorsAndrei V. Blokhin, Benjamin Frydman, Laurence J. Marton, Karen M. Neder, Jerry Shunneng Sun
Life of this patent
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Abstract
Novel quinones are provided, as well as compositions comprising these novel quinones. Methods of using the novel quinones in treatment of various indications including cancer are also provided.
Claims21
A compound of the formula:
- wherein A is selected from the group consisting of —O— and —CH2—;
- wherein M1 is selected from the group consisting of a single bond and C1-C8 alkyl, C1-C8 branched alkyl, C3-C8 cycloalkyl, and C3-C8 cycloaryl;
- wherein B is selected from the group consisting of —CH2—, —O—, —C(═O)—O—;
- —O—C(═O)—, and —N(R1)—;
- wherein R1 is selected from the group consisting of —H, C1-C8 alkyl, C1-C8 branched alkyl, C3-C8 cycloalkyl, and C3-C8 cycloaryl;
- wherein M2 is selected from the group consisting of a single bond and C1-C8 alkyl, C1-C8 branched alkyl, C3-C8 cycloalkyl, and C3-C8 cycloaryl;
- wherein D is selected from the group consisting of —OH, —N(R7)(R8),
- wherein R4 is selected from the group consisting of —H, C1-C8 alkyl, C1-C8 branched alkyl, C3-C8 cycloalkyl, C3-C8 cycloaryl, —N(R9)(R10), and —CN;
- and
- wherein R7, R8, R9 and R10 are independently selected from the group consisting of —H, C1-C8 alkyl, C1-C8 branched alkyl, C3-C8 cycloalkyl, C3-C8 cycloaryl, and
- or a salt, stereoisomer or tautomer thereof.
8 more elements
A compound according to the formula
- wherein x is an integer between 1 and 2;
- and each K is independently selected from the group consisting of H, C1-C8 alkyl, C1-C8 alkenyl, C1-C8 alkanol, C1-C8 alkoxy,
- and where zero or two, but no more than two, vicinal K's in the molecule represent single electrons which form a pi bond, thus forming a double bond together with the existing sigma bond between the two adjacent carbons bearing the two vicinal K's, or a salt, stereoisomer or tautomer thereof.
A compound of the formula
- wherein R is selected from the group consisting of C1-C8 alkyl, C1-C8 cycloalkyl, C3-C8 cycloaryl, C1-C8 branched alkyl, and C1-C8 alkanol, or a salt, stereoisomer or tautomer thereof.
A compound of the formula
- wherein Y is selected from the group consisting of —H, —F, —Br, —Cl, and —I;
- and wherein G1 and G2 are independently selected from the group consisting of H, C1-C8 alkyl,
- and —C(═O)—CHnX3-n, where n is an integer from 0 to 3 and X is selected from the group consisting of F, Cl, Br, and I, or a salt, stereoisomer or tautomer thereof.
A compound of the formula
- wherein x is an integer between 1 and 2;
- each B is independently selected from the group consisting of H, C1-C8 alkyl, C3-C8 cycloalkyl, C3-C8 cycloaryl, C1-C8 alkyl-C3-C8 cycloalkyl, and C1-C8 alkyl-C3-C8 cycloaryl;
- and each K is independently selected from the group consisting of H, OH, C1-C8 alkyl, C1-C8 alkenyl, C1-C8 alkanol, C1-C8 alkoxy, and where zero or two, but no more than two, vicinal K's in the molecule represent single electrons which form a pi bond, thus forming a double bond together with the existing sigma bond between the two adjacent carbons bearing the two vicinal K's,
- or a salt, stereoisomer or tautomer thereof.
1 more element
A compound of the formula
- wherein each B is independently selected from the group consisting of H, C1-C8 alkyl, C3-C8 cycloalkyl, C3-C8 cycloaryl, C1-C8 alkyl-C3-C8 cycloalkyl, and C1-C8 alkyl-C3-C8 cycloaryl;
- and
- wherein R is selected from the group consisting of C1-C8 alkyl and C1-C8 alkanol,
- or a salt, stereoisomer or tautomer thereof.
1 more element
A compound of the formula
- where M5 is C1-C8 alkyl, y is an integer from 1 to 6, and L is selected from the group consisting of —O—K1 or —N(K1K2);
- where K1 and K2 are independently selected from the group consisting of H, C1-C8 alkyl, C1-C8 alkyl-COOH, C1-C8 alkyl-COOH, C1-C8 alkyl, C1-C8 alkyl-N(G1G2), and C1-C8 alkyl-N(G3)-C1-C8 alkyl-N(G4G5);
- and
- wherein each of G1, G2, G3, G4, and G5 is independently selected from the group consisting of H and C1-C8 alkyl,
- or a salt, stereoisomer or tautomer thereof.
2 more elements
A compound of the formula:
- where z is an integer between one and ten;
- G10 is selected from the group consisting of C1-C8 alkyl;
- each M is independently selected from the group consisting of C1-C8 alkyl;
- V is selected from the group consisting of —C(═O)—N— and —N—(C═O)—;
- and T is selected from the group consisting of —COOM8 and —CONM9M10, where each of M8, M9 and M10 are independently selected from the group consisting of H and C1-C8 alkyl, or a salt, stereoisomer or tautomer thereof.
2 more elements
A compound of the formula
- where M12 is selected from the group consisting of C1-C8 alkyl, or a salt, stereoisomer or tautomer thereof.
A compound of the formula
- where M14 and M15 are independently selected from the group consisting of C1-C8 alkyl, or a salt, stereoisomer or tautomer thereof, with the proviso that the compound is not
A compound of the formula
- where J is selected from the group consisting of C1-C8 alkyl, C1-C8 cycloalkyl, C3-C8 cycloaryl, and C1-C8 branched alkyl, or a salt, stereoisomer or tautomer thereof.
A compound of the formula
- where Rs is the side chain of a naturally-occurring amino acid, attached in S or R configuration, or a salt, stereoisomer or tautomer thereof.
A compound of the formula
- wherein x is an integer between 1 and 2;
- W is selected from —OH, —O—C1-C8 alkyl, —O—C1-C8 alkyl-NH2, and —O—C1-C8 -alkyl-NH—S, wherein S is a single amino acid or a peptide of two or more amino acids;
- and each K is independently selected from the group consisting of H, OH, C1-C8 alkyl, C1-C8 alkenyl, C1-C8 alkanol, C1-C8 alkoxy, and where zero or two, but no more than two, vicinal K's in the molecule represent single electrons which form a pi bond, thus forming a double bond together with the existing sigma bond between the two adjacent carbons bearing the two vicinal K's, or a salt, stereoisomer or tautomer thereof.
Dependencies are inferred from the claim text.