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US 11,584,760 B2Granted
Dithio ETP derivatives
AssigneesCity of Hope, The Regents of the University of California
InventorsSangkil Nam, David Horne, Larry Eugene Overman, Brad Loertscher
Life of this patent
Estimating the term…
Abstract
Disclosed herein, inter alia, are compositions and methods of using the same for the treatment of cancer.
Claims19
A compound having the formula (III):
- or a pharmaceutically acceptable salt thereof,
- wherein:
- X1 is N or CR10;
- X2 is N or CR11;
- X3 is N or CR12;
- R1.1 is hydrogen, halogen, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —COOR1.1A, —CONR1.1BR1.1C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R1.2 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3,—CI3, —CN, —CHO, —OR1.2A, —NR1.2BR1.2C, —COOR1.2A, —CONR1.2BR1.2C, —NO2, —SR1.2D, —SOn1.2R1.2B, —SOv1.2NR1.2BR1.2C, —NHNR1.2BR1.2C, —ONR1.2BR1.2C, —NHC(O)NHNR1.2BR1.2C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R1.3 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR1.3A, —NR1.3BR1.3C, —COOR1.3A, —CONR1.3BR1.3C, —NO2, —SR1.3D, —SOn1.3R1.3B, —SOv1.3NR1.3BR1.3C, —NHNR1.3BR1.3C, —ONR1.3BR1.3C, —NHC(O)NHNR1.3BR1.3C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R1.4 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR1.4A, —NR1.4BR1.4C, —COOR1.4A, —CONR1.4BR1.4C, —NO2, —SR1.4D, —SOn1.4R1.4B, —SOv1.4NR1.4BR1.4C, —NHNR1.4BR1.4C, —ONR1.4BR1.4C, —NHC(O)NHNR1.4BR1.4C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R1.5 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR1.5A, —NR1.5BR1.5C, —COOR1.5A, —CONR1.5BR1.5C, —NO2, —SR1.5D, —SOn1.5R1.5B, —SOv1.5NR1.5BR1.5C, —NHNR1.5BR1.5C, —ONR1.5BR1.5C, —NHC(O)NHNR1.5BR1.5C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R2 is hydrogen, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —COOR2A, —CONR2BR2C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R3 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR3A, —NR3BR3C, —COOR3A, —CONR3BR3C, —NO2, —SR3D, —SOn3R3B, —SOv3NR3BR3C, —NHNR3BR3C, —ONR3BR3C, —NHC(O)NHNR3BR3C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R4 is —C(O)-L1-R18;
- R5 is —C(O)-L2-R19;
- L1 is a bond;
- L2 is a bond;
- R18 and R19 are independently unsubstituted C1-C3alkyl;
- R6 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR6A, —NR6BR6C, —COOR6A, —CONR6BR6C, —NO2, —SR6D, —SOn6R6B, —SOv6NR6BR6C, —NHNR6BR6C, —ONR6BR6C, —NHC(O)NHNR6BR6C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R7 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR7A, —NR7BR7C, —COOR7A, —CONR7BR7C, —NO2, —SR7D, —SOn7R7B, —SOv7NR7BR7C, —NHNR7BR7C, —ONR7BR7C, —NHC(O)NHNR7BR7C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R10 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR10A, —NR10BR10C, —COOR10A, —CONR10BR10C, —NO2, —SR10D, —SOn10R10B, —SOv10NR10BR10C, —NHNR10BR10C, —ONR10BR10C, —NHC(O)NHNR10BR10C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R11 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR11A, —NR11BR11C, —COOR11A, —CONR11BR11C, —NO2, —SR11D, —SOn11R11B, —SOv11NR11BR11C, —NHNR11BR11C, —ONR11BR11C, —NHC(O)NHNR11BR11C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R10 and R11 may optionally be joined to form a substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl;
- R12 is hydrogen, halogen, —N3, —CF3, —CCl3, —CBr3, —CI3, —CN, —CHO, —OR12A, —NR12BR12C, —COOR12A, —CONR12BR12C, —NO2, —SR12D, —SOn12R12B, —SOv12NR12BR12C, —NHNR12BR12C, —ONR12BR12C, —NHC(O)NHNR12BR12C, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R11 and R12 may optionally be joined to form a substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl;
- R1.1A, R1.1B, R1.1C, R1.2A, and R1.2B, R1.2C, R1.2D, R1.3A, R1.3B, and R1.3C, R1.3D, R1.4A, R1.4B, R1.4C, R1.4D, R1.5A, R1.5B, R1.5C, and R1.5D are independently hydrogen, halogen, —CF3, —CCl3, —CBr3, —CI3, —OH, —NH2, —COOH, —CONH2, —NO2, —SH, —SO3H, —SO4H, —SO2NH2, —NHNH2, —ONH2, —NHC(O)NHNH2, —NHC(O)NH2, —NHSO2H, —NHC(O)H, —NHC(O)—OH, —NHOH, —OCF3, —OCCl3, —OCBr3, —OCI3, —OCHF2, —OCHCl2, —OCHBr2, —OCHI2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- and R1.1B and R1.1C, R1.2B and R1.2C, R1.3B and R1.3C, R1.4B and R1.4C, and R1.5B and R1.5C substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl or substituted or unsubstituted heteroaryl;
- R2A, R2B, R2C, R3A, R3B, R3C, R3D, R6A, R6B, R6C, R6D, R7A, R7B, R7C, R7D, R10A, R10B, R10C, R10D, R11A, R11B, R11C, R11D, R12A, R12B, R12C, and R12D are independently hydrogen, halogen, —CF3, —CCl3, —CBr3, —CI3, —OH, —NH2, —COOH, —CONH2, —NO2, —SH, —SO3H, —SO4H, —SO2NH2, —NHNH2, —ONH2, —NHC(O)NHNH2, —NHC(O)NH2, —NHSO2H, —NHC(O)H, —NHC(O)—OH, —NHOH, —OCF3, —OCCl3, —OCBr3, —OCI3, —OCHF2, —OCHCl2, —OCHBr2, —OCHI2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- and R6B and R6C, R7B and R7C, R10B and R10C, R11B and R11C, and R12B and R12C, substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl or substituted or unsubstituted heteroaryl;
- n1.2, n1.3, n1.4, n1.5, n3, n6, n7, n10, n11 and n12 are independently an integer from 0 to 4;
- and
- v1.2, v1.3, v1.4, v1.5, v3, v6, v7, v10, v11 and v12, are independently 1 or 2.
28 more elements
Dependencies are inferred from the claim text.