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US 11,479,528 B2Granted
Heat shock protein 90 inhibitors
AssigneeTaipei Medical University
InventorsJing-ping Liou, Che-ming Teng, Shiow-lin Pan
Life of this patent
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Abstract
This disclosure is related to aromatic compounds of formula (I), and methods of their use in treating medical conditions associated with Heat Shock Protein-90 (HSP90), e.g., cancer. Compounds of formula (I) have the following structure: Also disclosed are pharmaceutical compositions comprising compounds of formula (I).
Claims19
A compound of formula (I):
- wherein
- X is CO;
- Y is N;
- Z is phenyl, and R5 is CF3, CN, NO2, NR6R7, —NHCO(CH2)nCONHOH, —CONH(CH2)nCONHOH, CONHOH, CO2NH2, C1-6 alkoxyl, C3-10 cycloalkyl, aryl, or heteroaryl;
- or
- Z is selected from
- and R5 is H, halogen, CF3, CN, NO2, NR6R7, —NHCO(CH2)nCONHOH, —CONH(CH2)nCONHOH, CONHOH, CO2NH2, CH2NR6R7, C1-6 alkyl, C1-6 alkoxyl, C3-10 cycloalkyl, C3-10 heterocycloalkyl, aryl, or heteroaryl;
- each of R1 and R2, independently, is OH or NH2;
- R3 is C1-6 alkyl or halogen;
- and
- R4 is C1-6 alkyl, C3-8 cycloalkyl, C1-6 alkylamine, or C1-6 alkyl alcohol;
- in which each of R6 and R7, independently, is H, C1-6 alkyl, C1-6 alkoxyl, C3-10 cycloalkyl, C3-10 heterocycloalkyl, aryl, or heteroaryl;
- or R6, together with R7 and the nitrogen atom bonded to R6 and R7, is C3-10 heterocycloalkyl;
- or R6, together with Z and the nitrogen atom bonded to R6 and R7, forms a fused bicycle;
- and
- n is 5 to 7.
13 more elements
A method of treating breast cancer, non-small cell lung cancer, gastric cancer, lymphoma, or multiple myeloma, the method comprising administering to a subject in need thereof an effective amount of a compound of formula (I):
- wherein
- X is CO;
- Y is N;
- Z is phenyl, and R5 is CF3, CN, NO2, NR6R7, —NHCO(CH2)nCONHOH, —CONH(CH2)nCONHOH, CONHOH, CO2NH2, C1-6 alkoxyl, C3-10 cycloalkyl, aryl, or heteroaryl;
- or
- Z is selected from
- and R5 is H, halogen, CF3, CN, NO2, NR6R7, —NHCO(CH2)nCONHOH, —CONH(CH2)nCONHOH, CONHOH, CO2NH2, CH2NR6R7, C1-6 alkyl, C1-6 alkoxyl, C3-10 cycloalkyl, C3-10 heterocycloalkyl, aryl, or heteroaryl;
- each of R1 and R2, independently, is OH or NH2;
- R3 is C1-6 alkyl or halogen;
- and
- R4 is C1-6 alkyl, C3-8 cycloalkyl, C1-6 alkylamine, or C1-6 alkylalcohol;
- in which each of R6 and R7, independently, is H, C1-6 alkyl, C1-6 alkoxyl, C3-10 cycloalkyl, C3-10 heterocycloalkyl, aryl, or heteroaryl;
- or R6, together with R7 and the nitrogen atom bonded to R6 and R7, is C3-10 heterocycloalkyl;
- or R6, together with Z and the nitrogen atom bonded to R6 and R7, forms a fused bicycle;
- and n is 5 to 7.
12 more elements
Dependencies are inferred from the claim text.