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US 9,790,228 B2Granted
Heterocyclic kinase inhibitors
AssigneeIntellikine LLC
InventorsPingda Ren, Yi Liu, Liansheng Li, Katrina Chan, Troy Edward Wilson
Life of this patent
Estimating the term…
Abstract
Provided herein are compounds of formula (I-A), (I-B), (I-C), or (I-D), pharmaceutical compositions comprising the compounds, and methods of use thereof. The compounds provided herein modulate kinase activity, including PI3 kinase activity, and are useful for treating diseases and conditions associated with kinase activity, including diseases and conditions associated with PI3 kinase activity.
Claims10
A compound of formula I-H:
- or a pharmaceutically acceptable salt thereof, wherein:
- R1 is hydrogen;
- n is an integer from 0 to 2;
- L1 is a bond;
- R3 is hydrogen;
- R4 and R5 are taken together to form a fused phenyl ring, wherein the phenyl ring is unsubstituted;
- z is 1, 2, or 3;
- each of R6 is independently hydrogen, halogen, —CN, —OR10, —S(O)nR11, —NR12R13, —C(O)R14, alkyl, alkenyl, alkynyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each of R7 and R8 is independently hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocyclyalkyl, or R7 and R8 taken together form a cycloalkyl, heterocycloalkyl or aryl ring;
- R9 is aryl or —NR12R13, wherein R12 and R13 are taken together to form a 5, 6, 7, or 8 membered ring, wherein the 5, 6, 7, or 8 membered ring contains 0, 1, 2 or 3 ring heteroatoms selected from N, S, or O in addition to the nitrogen atom of —NR12R13;
- and further wherein the 5, 6, 7, or 8 membered ring is optionally substituted;
- each R10 is independently hydrogen, —C(O)R15, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each R11 is independently —NR16R17, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each R12 is independently hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each R13 is independently hydrogen, —S(O)nR18, —C(O)R19, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- or R12 and R13 are taken together to form a 5, 6, 7, or 8 membered ring, wherein the 5, 6, 7, or 8 membered ring contains 0, 1, 2 or 3 ring heteroatoms selected from N, S, or O in addition to the nitrogen atom of —NR12R13;
- and further wherein the 5, 6, 7, or 8 membered ring is optionally substituted;
- each R14 is independently —NR20R21, hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each R15 is independently —NR22R23, hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each of R16 and R17 is independently hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- or R16 and R17 are taken together to form a 5, 6, 7, or 8 membered ring, wherein the 5, 6, 7, or 8 membered ring contains 0, 1, 2 or 3 ring heteroatoms selected from N, S, or O in addition to the nitrogen atom of —NR16R17;
- and further wherein the 5, 6, 7, or 8 membered ring is optionally substituted;
- each R18 is independently hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each R19 is independently —NR24R25, hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
- each of R20 and R21 is independently hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl, or R20 and R21 are taken together to form a 5, 6, 7, or 8 membered ring, wherein the 5, 6, 7, or 8 membered ring contains 0, 1, 2 or 3 ring heteroatoms selected from N, S, or O in addition to the nitrogen atom of —NR20R21;
- and further wherein the 5, 6, 7, or 8 membered ring is optionally substituted;
- each R22 and R23 are independently hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl, or R22 and R23 are taken together to form a 5, 6, 7, or 8 membered ring, wherein the 5, 6, 7, or 8 membered ring contains 0, 1, 2 or 3 ring heteroatoms selected from N, S, or O in addition to the nitrogen atom of —NR22R23;
- and further wherein the 5, 6, 7, or 8 membered ring is optionally substituted;
- each R24 and R25 are independently hydrogen, alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl, or R24 and R25 are taken together to form a 5, 6, 7, or 8 membered ring, wherein the 5, 6, 7, or 8 membered ring contains 0, 1, 2 or 3 ring heteroatoms selected from N, S, or O in addition to the nitrogen atom of —NR24 R25;
- and further wherein the 5, 6, 7, or 8 membered ring is optionally substituted;
- and
- W is CR6 or N.
29 more elements
Dependencies are inferred from the claim text.