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US 11,884,649 B2Granted
IRE1α inhibitors and uses thereof
AssigneesThe Regents of the University of California, University of Washington
InventorsFeroz R. Papa, Bradley J. Backes, Dustin J. Maly
Life of this patent
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Abstract
Disclosed herein, inter alia, are compounds for inhibiting IRE1α and uses thereof.
Claims15
A compound having the formula:
- wherein,
- Ring B is cyclohexyl or 3-piperidinyl;
- i) L1 is —SO2— and R1 is —CH2CF3, unsubstituted cyclopropyl, unsubstituted cyclobutyl, or
- or
- ii) L1 is —NHCO— and R1 is unsubstituted cyclopropyl;
- R2 is hydrogen, halogen, or substituted or unsubstituted C1-C4 alkyl;
- R3 is hydrogen, halogen, or substituted or unsubstituted C1-C4 alkyl;
- R4 is independently oxo, halogen, —CX43, —CHX42, —CH2X4, —OCX43, —OCH2X4, —OCHX42, —CN, —SOn4R4D, —SOv4NR4AR4B, —NR4CNR4AR4B, —ONR4AR4B, —NHC(O)NR4CNR4AR4B, —NHC(O)NR4AR4B, —N(O)m4, —NR4AR4B, —C(O)R4C, —C(O)—OR4C, —C(O)NR4AR4B, —OR4D, —NR4ASO2R4D, —NR4AC(O)R4C, —NR4AC(O)OR4C, —NR4AOR4C, —SF5, —N3, 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;
- two R4 substituents may optionally be joined to form a substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R4A, R4B, R4C, and R4D are independently hydrogen, —CCl3, —CBr3, —CF3, —CI3, —CHCl2, —CHBr2, —CHF2, —CHI2, —CH2Cl, —CH2Br, —CH2F, —CH2I, —CN, —OH, —NH2, —COOH, —CONH2, —OCCl3, —OCF3, —OCBr3, —OCI3, —OCHCl2, —OCHBr2, —OCHI2, —OCHF2, —OCH2Cl, —OCH2Br, —OCH2I, —OCH2F, 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;
- R4A and R4B substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl or substituted or unsubstituted heteroaryl;
- X4 is independently —F, —Cl, —Br, or —I;
- n4 is an integer from 0 to 4;
- m4 and v4 are independently 1 or 2;
- z4 is an integer from 0 to 5;
- R5, R6, and R7 are independently halogen, —CCl3, —CBr3, —CF3, —CI3, —CHCl2, —CHBr2, —CHF2, —CHI2, —CH2Cl, —CH2Br, —CH2F, —CH2I, —CN, —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, —OCCl3, —OCF3, —OCBr3, —OCI3, —OCHCl2, —OCHBr2, —OCHI2, —OCHF2, —OCH2Cl, —OCH2Br, —OCH2I, —OCH2F, —SF5, —N3, 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;
- z5 is an integer from 0 to 3;
- z6 is an integer from 0 to 2;
- and
- z7 is an integer from 0 to 4;
- or a salt thereof;
- wherein when Ring B is cyclohexyl, then R1 is not unsubstituted cyclobutyl.
19 more elements
Dependencies are inferred from the claim text.