Back to results
US 2006/0040998 A1Published application
Thiazolidinone amides, thiazolidine carboxylic acid amides, methods of making, and uses thereof
AssigneesUniversity of Tennessee Research Foundation, The Ohio State University Research Foundation
InventorsDuane Miller, Veeresa Gududuru, James Dalton, Eunju Hurh
Life of this patent
Estimating the term…
Abstract
Substituted thiazolidinone carboxylic acid amides and substituted thiazolidine carboxylic acid amides according to formulae (I) and (II) are disclosed where the various substituent groups are as defined in the specification. Methods of making these compounds, pharmaceutical compositions containing the compounds, and their use, particularly for treating or preventing cancer, are also disclosed.
Claims63
A compound according to formula (I) or formula (II)
- wherein
- X1 and X2 are each optional, and each can be oxygen;
- X3 and X4 are each optional, and each can be oxygen or sulfur;
- l is an integer from 1 to 12;
- R1 is selected from the group of saturated or unsaturated cyclic hydrocarbons, saturated or unsaturated N-heterocycles, saturated or unsaturated O-heterocycles, saturated or unsaturated S-heterocycles, saturated or unsaturated mixed heterocycles, aliphatic or non-aliphatic straight- or branched-chain C1 to C30 hydrocarbons, or
- or —(CH2)m—Y1 where m is an integer from 0 to 10 and Y1 is a saturated or unsaturated cyclic hydrocarbon, saturated or unsaturated N-heterocycle, saturated or unsaturated O-heterocycle, saturated or unsaturated S-heterocycle, or saturated or unsaturated mixed heterocycle;
- R2 is hydrogen, an aliphatic or non-aliphatic straight- or branched-chain C1 to C30 hydrocarbon, R10-N(Z)-hydrocarbon- or R10-hydrocarbon- where the hydrocarbon group is an aliphatic or non-aliphatic straight- or branched-chain C1 to C30 hydrocarbon, a saturated or unsaturated cyclic hydrocarbon, a saturated or unsaturated N-heterocycle, a saturated or unsaturated O-heterocycle, a saturated or unsaturated S-heterocycle, a saturated or unsaturated mixed heterocycle, or
- or —(CH2)n—Y2 where n is an integer from 0 to 10 and Y2 is a saturated or unsaturated cyclic hydrocarbon, saturated or unsaturated N-heterocycle, saturated or unsaturated O-heterocycle, saturated or unsaturated S-heterocycle, or saturated or unsaturated mixed heterocycle;
- R3 is hydrogen or an aliphatic or non-aliphatic straight- or branched-chain C1 to C10 hydrocarbon;
- R4 is optional, or can be hydrogen, an aliphatic or non-aliphatic straight- or branched-chain C1 to C10 hydrocarbon, acyl, acetyl, or mesyl;
- R5, R6, R7, R8, R9, R11, R12, R13, R14, and R15 are independently selected from the group of hydrogen, hydroxyl, an aliphatic or non-aliphatic straight- or branched-chain C1 to C10 hydrocarbon, alkoxy, aryloxy, nitro, cyano, chloro, fluoro, bromo, iodo, haloalkyl, dihaloalkyl, trihaloalkyl, amino, alkylamino, dialkylamino, acylamino, arylamino, amido, alkylamido, dialkylamido, arylamido, aryl, C5 to C7 cycloalkyl, arylalkyl;
- R10 is H(Z)N-, H(Z)N-hydrocarbon-, H(Z)N-hydrocarbon-N(Z)-hydrocarbon-, H(Z)N-hydrocarbon-O-hydrocarbon-, hydrocarbon hydrocarbon-, hydrocarbon-N(Z)-hydrocarbon-, H(Z)N-hydrocarbon-carbonyl-hydrocarbon-, hydrocarbon-carbonyl-hydrocarbon-, H(Z)N-phenyl-, H(Z)N-phenylalkyl-, H(Z)N-phenylalkyl-N(Z)hydrocarbon-, H(Z)N-phenylalkyl-O-hydrocarbon-, phenylalkyl hydrocarbon-, phenylalkyl-N(Z)-hydrocarbon-, H(Z)N-phenylalkyl-carbonyl-hydrocarbon-, or phenylalkyl-carbonyl-hydrocarbon-, wherein each hydrocarbon is independently an aliphatic or non-aliphatic straight- or branched-chain C1 to C10 group, and wherein each alkyl is a C1 to C10 alkyl;
- and
- Z is independently hydrogen or t-butoxycarbonyl.
11 more elements
Dependencies are inferred from the claim text.