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US 2008/0287399 A1Published application
Substituted Aminopyridines and Uses Thereof
AssigneeAstraZeneca AB
InventorsJeffrey Scott Albert, Owen Callaghan, James Campbell, Robin Arthur Ellis Carr, Gianni Chessari, Suzanna Cowan, Miles Stuart Congreve, Phil Edwards, Martyn Frederickson, Christopher William Murray, Sahil Patel
Life of this patent
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Abstract
This invention relates to novel compounds having the structural formula (I) and to their pharmaceutically acceptable salt, compositions and methods of use. These novel compounds provide a treatment or prophylaxis of cognitive impairment, Alzheimer Disease, neurodegeneration and dementia.
Claims100
A compound of formula I:
- or a pharmaceutically acceptable salt thereof wherein:
- Q is selected from C3-12cycloalkyl, C3-12cycloalkenyl, C5-14aryl and C5-14heterocyclyl;
- R1 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- Ra is selected from H, halogen, CN, NH2, OH, C1-6alkyl, OC1-6alkyl, OC1-6alkyl-OC1-6alkyl, C(═O)C1-6alkyl, C(═O)OC1-6alkyl, OC(═O)C1-6alkyl, C(═O)NH2, C(═O)NHC1-6alkyl, C(═O)N(C1-6alkyl)2, SO2C1-6alkyl, SO2NHC1-6alkyl, SO2N(C1-6alkyl)2, NH(C1-6alkyl), N(C1-6alkyl)2, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, NHC3-12cycloalkyl, N(C3-12cycloalkyl)2, NHC(═O)C3-12cycloalkyl, NC(═O)(C3-12cycloalkyl)2, C5-6aryl, OC5-6aryl, C(═O)C5-6aryl, C(═O)OC5-6aryl, C(═O)NH2, C(═O)NHC5-6aryl, C(═O)N(C5-6aryl)2, SO2C5-6aryl, SO2NHC5-6aryl, SO2N(C5-6aryl)2, NH(C5-6aryl), N(C5-6)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl, OC5-6heterocyclyl, C(═O)C5-6heterocyclyl, C(═O)OC5-6heterocyclyl, C(═O)NH2, C(═O)NHC5-6heterocyclyl-, C(═O)N(C5-6heterocyclyl)2, SO2C5-6heterocyclyl, SO2NHC5-6heterocyclyl, SO2N(C5-6heterocyclyl)2, NH(C5-6heterocyclyl), N(C5-6heterocyclyl)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- V is independently selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl wherein such substituent is/are independently selected from R2;
- X is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl, C2-6alkenyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Y is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Z is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- k is 0, 1, 2, 3 or 4;
- m is 0, 1, 2, 3 or 4;
- n is 0, 1, 2, 3 or 4;
- q is 0 or 1;
- r is 0 or 1;
- s is 0 or 1;
- t is 0, 1 or 2;
- where at least one of s, r or q are 1.
- R2 is independently selected from H, halogen, optionally substituted C1-6alkyl, optionally substituted O—C1-6alkyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituent are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- R3 is independently selected from H, halogen, CN, NH2, OH, C1-6alkyl-Ra, C2-6alkenyl-Ra, C2-6alkynyl-Ra, C5-6cycloalkenyl-Ra, C3-12cycloalkyl-Ra, C1-6alkyl-C3-12cycloalkyl-Ra, C5-10aryl-Ra, C1-6alkyl-C5-10aryl-Ra, C5-10heterocyclyl-Ra, C1-6alkyl-C5-10heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)C5-10aryl-Ra, C(═O)C3-12cycloalkyl-Ra, OC1-6alkyl-Ra, O—C5-10aryl-Ra, O—C5-6heterocyclyl-Ra, O—C3-12cycloalkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alkyl)-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, NHC(═O)NHC1-6alkyl, NHC(═O)OC1-6alkyl, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHNH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, NHC(═O)NHC5-6aryl, NHC(═O)OC5-6aryl, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, NC(═O)(C5-6heterocyclyl)2, NHC(═O)NHC5-6heterocyclyl, and NHC(═O)OC5-6heterocyclyl;
- R4 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2.
19 more elements
A compound of formula Ia:
- or a pharmaceutically acceptable salt thereof wherein:
- Q is selected from C3-12cycloalkyl, C3-12cycloalkenyl, C5-14aryl and C5-14heterocyclyl;
- R1 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- Ra is selected from H, halogen, CN, NH2, OH, C1-6alkyl, OC1-6alkyl, OC1-6alkyl-OC1-6alkyl, C(═O)C1-6alkyl, C(═O)OC1-6alkyl, OC(═O)C1-6alkyl, C(═O)NH2, C(═O)NHC1-6alkyl, C(═O)N(C1-6alkyl)2, SO2C1-6alkyl, SO2NHC1-6alkyl, SO2N(C1-6alkyl)2, NH(C1-6alkyl), N(C1-6alkyl)2, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2,_NHC3-12cycloalkyl, N(C3-12cycloalkyl)2, NHC(═O)C3-12cycloalkyl, NC(═O)(C3-12cycloalkyl)2, C5-6aryl, OC5-6aryl, C(═O)C5-6aryl, C(═O)OC5-6aryl, C(═O)NH2, C(═O)NHC5-6aryl, C(═O)N(C5-6aryl)2, SO2C5-6aryl, SO2NHC5-6aryl, SO2N(C5-6aryl)2, NH(C5-6aryl), N(C5-6aryl)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl, OC5-6heterocyclyl, C(═O)C5-6heterocyclyl, C(═O)OC5-6heterocyclyl, C(═O)NH2, C(═O)NHC5-6heterocyclyl-, C(═O)N(C5-6heterocyclyl)2, SO2C5-6heterocyclyl, SO2NHC5-6heterocyclyl, SO2N(C5-6heterocyclyl)2NH(C5-6heterocyclyl), N(C5-6heterocyclyl)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- V is independently selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl wherein such substituent is/are independently selected from R2;
- X is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl, C2-6alkenyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Y is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Z is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- k is 0, 1, 2, 3 or 4;
- m is 0, 1, 2, 3 or 4;
- n is 0, 1, 2, 3 or 4;
- q is 0 or 1;
- r is 0 or 1;
- s is 0 or 1;
- t is 0, 1 or 2;
- where at least one of s, r or q are 1.
- R2 is independently selected from H, halogen, optionally substituted C1-6alkyl, optionally substituted O—C1-6alkyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituent are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5 6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- R3 is independently selected from H, halogen, CN, NH2, OH, C1-6alkyl-Ra, C2-6alkenyl-Ra, C2-6alkynyl-Ra, C5-6cycloalkenyl-Ra, C3-12cycloalkyl-Ra, C1-6alkyl-C3-12cycloalkyl-Ra, C5-10aryl-Ra, C1-6alkyl-C5-10aryl-Ra, C5-10heterocyclyl-Ra, C1-6alkyl-C5-10heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)C5-10aryl-Ra, C(═O)C3-12cycloalkyl-Ra, OC1-6alkyl-Ra, O—C5-10aryl-Ra, O—C5-6heterocyclyl-Ra, O—C3-12cycloalkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, NHC(═O)NHC1-6alkyl, NHC(═O)OC1-6alkyl, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHNH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, NHC(═O)NHC5-6aryl, NHC(═O)OC5-6aryl, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-R, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, NC(═O)(C5-6heterocyclyl)2, NHC(═O)NHC5-6heterocyclyl, and NHC(═O)OC5-6heterocyclyl;
- R4 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C5-6aryl-R, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2.
19 more elements
A compound of formula Ib:
- or a pharmaceutically acceptable salt thereof wherein:
- Q is selected from C3-12cycloalkyl, C3-12cycloalkenyl, C5-14aryl and C5-14heterocyclyl;
- R1 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC-1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6hetercyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- Ra is selected from H, halogen, CN, NH2, OH, C1-6alkyl, OC1-6alkyl, OC1-6alkyl-OC1-6alkyl, C(═O)C1-6alkyl, C(═O)OC1-6alkyl, OC(═O)C1-6alkyl, C(═O)NH2, C(═O)NHC1-6alkyl, C(═O)N(C1-6alkyl)2, SO2C1-6alkyl, SO2NHC1-6alkyl, SO2N(C1-6alkyl)2, NH(C1-6alkyl), N(C1-6alkyl)2, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, NHC3-12cycloalkyl, N(C3-12cycloalkyl)2, NHC(═O)C3-12cycloalkyl, NC(═O)(C3-12cycloalkyl)2, C5-6aryl, OC5-6aryl, C(═O)C5-6aryl, C(═O)OC5-6aryl, C(═O)NH2, C(═O)NHC5-6aryl, C(═O)N(C5-6aryl)2, SO2C5-6aryl, SO2NHC5-6aryl, SO2N(C5-6aryl)2, NH(C5-6aryl, N(C5-6aryl)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl, OC5-6heterocyclyl, C(═O)C5-6heterocyclyl, C(═O)OC5-6heterocyclyl, C(═O)NH2, C(═O)NHC5-6heterocyclyl-, C(═O)N(C5-6heterocyclyl)2, SO2C5-6heterocyclyl, SO2NHC5-6heterocyclyl, SO2N(C5-6heterocyclyl)2, NH(C5-6heterocyclyl), N(C5-6heterocyclyl)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- V is independently selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl wherein such substituent is/are independently selected from R2;
- X is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl, C2-6alkenyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Y is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Z is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- k is 0, 1, 2, 3 or 4;
- m is 0, 1, 2, 3 or 4;
- n is 0, 1, 2, 3 or 4;
- q is 0 or 1;
- r is 0 or 1;
- s is 0 or 1;
- t is 0, or 1;
- where at least one of s, r or q are 1.
- R2 is independently selected from H, halogen, optionally substituted C1-6alkyl, optionally substituted O—C1-6alkyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituent are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- R3 is independently selected from H, halogen, CN, NH2, OH, C1-6alkyl-Ra, C2-6alkenyl-Ra, C2-6alkynyl-Ra, C5-6cycloalkenyl-Ra, C3-12cycloalkyl-Ra, C1-6alkyl-C3-12cycloalkyl-Ra, C5-10aryl-Ra, C1-6alkyl-C5-10aryl-Ra, C5-10heterocyclyl-Ra, C1-6alkyl-C5-10heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)C5-10aryl-Ra, C(═O)C3-12cycloalkyl-Ra, OC1-6alkyl-Ra, O—C5-10aryl-Ra, O—C5-6heterocyclyl-Ra, O—C3-12cycloalkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, NHC(═O)NHC1-6alkyl, NHC(═O)OC1-6alkyl, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHNH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, NHC(═O)NHC5-6aryl, NHC(═O)OC5-6aryl, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, NC(═O)(C5-6heterocyclyl)2, NHC(═O)NHC5-6heterocyclyl, and NHC(═O)OC5-6heterocyclyl;
- R4 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-6heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C1-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2.
19 more elements
A compound of formula Ic:
- or a pharmaceutically acceptable salt thereof wherein:
- Q is selected from C3-12cycloalkyl, C3-12cycloalkenyl, C5-14aryl and C5-14heterocyclyl;
- R1 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- Ra is selected from H, halogen, CN, NH2, OH, C1-6alkyl, OC1-6alkyl, OC1-6alkyl-OC1-6alkyl, C(═O)C1-6alkyl, C(═O)OC1-6alkyl, OC(═O)C1-6alkyl, C(═O)NH2, C(═O)NHC1-6alkyl, C(═O)N(C1-6alkyl)2, SO2C1-6alkyl, SO2NHC1-6alkyl, SO2N(C1-6alkyl)2, NH(C1-6alkyl), N(C1-6alkyl)2, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, NHC3-12cycloalkyl, N(C3-12cycloalkyl)2, NHC(═O)C3-12cycloalkyl, NC(═O)(C3-12cycloalkyl)2, C5-6aryl, OC5-6aryl, C(═O)C5-6aryl, C(═O)OC5-6aryl, C(═O)NH2, C(═O)NHC5-6aryl, C(═O)N(C5-6aryl)2, SO2C5-6aryl, SO2NHC5-6aryl, SO2N(C5-6aryl)2, NH(C5-6aryl), N(C5-6aryl)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl, OC5-6heterocyclyl, C(═O)C5-6heterocyclyl, C(═O)OC5-6heterocyclyl, C(═O)NH2, C(═O)NHC5-6heterocyclyl-, C(═O)N(C5-6heterocyclyl)2, SO2C5-6heterocyclyl, SO2NHC5-6heterocyclyl, SO2N(C5-6heterocyclyl)2, NH(C5-6heterocyclyl), N(C5-6heterocyclyl)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- V is independently selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl wherein such substituent is/are independently selected from R2;
- X is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl, C2-6alkenyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Y is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- Z is selected from N, O, S, SO, SO2, NHSO2, SO2NH, NHC(═O), C(═O)NH, and optionally substituted C1-6alkyl or C3-5cycloalkyl wherein such substituent is/are independently selected from R2;
- k is 0, 1, 2, 3 or 4;
- m is 0, 1, 2, 3 or 4;
- n is 0, 1, 2, 3 or 4;
- q is 0 or 1;
- r is 0 or 1;
- s is 0 or 1;
- t is 0, 1 or 2;
- where at least one of s, r or q are 1.
- R2 is independently selected from H, halogen, optionally substituted C1-6alkyl, optionally substituted O—C1-6alkyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituent are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2;
- R3 is independently selected from H, halogen, CN, NH2, OH, C1-6alkyl-Ra, C2-6alkenyl-Ra, C2-6alkynyl-Ra, C5-6cycloalkenyl-Ra, C3-12cycloalkyl-Ra, C1-6alkyl-C3-12cycloalkyl-Ra, C5-10aryl-Ra, C1-6alkyl-C5-10aryl-Ra, C5-10heterocyclyl-Ra, C1-6alkyl-C5-10heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)C5-10aryl-Ra, C(═O)C3-12cycloalkyl-Ra, OC1-6alkyl-Ra, O—C5-10aryl-Ra, O—C5-6heterocyclyl-Ra, O—C3-12cycloalkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl)2-Ra, SO2C1-6alky l-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl)2-Ra, NH(C1-6alkyl)-Ra, N(C1-6alkyl)2-Ra, NHC(═O)C1-6alkyl, NC(═O)(C1-6alkyl)2, NHC(═O)NHC1-6alkyl, NHC(═O)OC1-6alkyl, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHNH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl)2-Ra, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl)2-Ra, NH(C5-6aryl)-Ra, N(C5-6aryl)2-Ra, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, NHC(═O)NHC5-6aryl, NHC(═O)OC5-6aryl, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl)2-Ra, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl)2-Ra, NHC(═O)C5-6heterocyclyl, NC(═O)(C5-6heterocyclyl)2, NHC(═O)NHC5-6heterocyclyl, and NHC(═O)OC5-6heterocyclyl;
- R4 is independently selected from H, OH, halogen, N(C1-4alkyl )2, NHC1-4alkyl, NH2, optionally substituted C1-6alkyl, optionally substituted OC1-6alkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, optionally substituted C3-12cycloalkyl, optionally substituted C5-10aryl, optionally substituted C1-6alkyl-C5-10aryl, optionally substituted C5-10heterocyclyl and optionally substituted C1-6alkyl-C5-10heterocyclyl wherein such substituents is/are independently selected from:
- halogen, CN, NH2, OH, C1-6alkyl-Ra, OC1-6alkyl-Ra, C(═O)C1-6alkyl-Ra, C(═O)OC1-6alkyl-Ra, C(═O)NH2, C(═O)NHC1-6alkyl-Ra, C(═O)N(C1-6alkyl-Ra)2, SO2C1-6alkyl-Ra, SO2NHC1-6alkyl-Ra, SO2N(C1-6alkyl-Ra)2, NH(C1-6alkyl)-Ra, N(C1-6alkyl-Ra)2, NHC(═O)C1-6alkyl, NHC(═O)C1-6alkyl-Ra, NC(═O)(C1-6alkyl)2, C5-6aryl-Ra, OC5-6aryl-Ra, C(═O)C5-6aryl-Ra, C(═O)OC5-6aryl-Ra, C(═O)NH2, C(═O)NHC5-6aryl-Ra, C(═O)N(C5-6aryl-Ra)2, SO2C5-6aryl-Ra, SO2NHC5-6aryl-Ra, SO2N(C5-6aryl-Ra)2, NH(C5-6aryl)-Ra, N(C5-6aryl-Ra)2, NHC(═O)C5-6aryl, NC(═O)(C5-6aryl)2, C5-6heterocyclyl-Ra, OC5-6heterocyclyl-Ra, C(═O)C5-6heterocyclyl-Ra, C(═O)OC5-6heterocyclyl-Ra, C(═O)NH2, C(═O)NHC5-6heterocyclyl-Ra, C(═O)N(C5-6heterocyclyl-Ra)2, SO2C5-6heterocyclyl-Ra, SO2NHC5-6heterocyclyl-Ra, SO2N(C5-6heterocyclyl)2-Ra, NH(C5-6heterocyclyl)-Ra, N(C5-6heterocyclyl-Ra)2, NHC(═O)C5-6heterocyclyl, and NC(═O)(C5-6heterocyclyl)2.
19 more elements
A compound of formula (I) selected from:
- N˜3˜-(1-naphthylmethyl)pyridine-2,3-diamine;
- 6-[2-(1H-indol-6-yl)ethyl]pyridin-2-amine;
- 6-[2-(2-naphthyl)ethyl]pyridin-2-amine;
- 6-[2-(3-chloro-1H-indol-6-yl)ethyl]pyridin-2-amine;
- N˜3˜-(2-naphthylmethyl)pyridine-2,3-diamine;
- N˜3˜-(1,1′-biphenyl-4-ylmethyl)pyridine-2,3-diamine;
- N˜3˜-(1,1′-biphenyl-3-ylmethyl)pyridine-2,3-diamine;
- 6-[2-(3,8-dimethoxy-2-naphthyl)ethyl]pyridin-2-amine;
- N˜3˜-benzyl-6-phenoxypyridine-2,3-diamine;
- N˜3˜-[(3,8-dimethoxy-2-naphthyl)methyl]pyridine-2,3-diamine;
- N˜3˜-(3-pyridin-3-ylbenzyl)pyridine-2,3-diamine;
- 6-[2-(3-pyridin-3-ylphenyl)ethyl]pyridin-2-amine;
- N˜3˜-(1-biphenylen-2-ylethyl)pyridine-2,3-diamine;
- N˜3˜-[3-(benzyloxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-(1,1′-biphenyl-3-ylmethyl)-6-methylpyridine-2,3-diamine;
- N˜3˜-(2-phenylethyl)pyridine-2,3-diamine;
- 6-methyl-N˜3˜-(3-pyridin-3-ylbenzyl)pyridine-2,3-diamine;
- N˜3˜-{[4′-(3-methyl-1H-pyrazol-5-yl)-1,1′-biphenyl-3-yl]methyl}pyridine-2,3-diamine;
- N˜3˜-[3-(1H-indol-6-yl)benzyl]pyridine-2,3-diamine;
- ethyl 3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-carboxylate;
- (3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)acetonitrile;
- N˜3˜-(1H-indol-6-ylmethyl)-6-methylpyridine-2,3-diamine;
- N˜3˜-{3-[5-(1H-pyrazol-5-yl)thien-2-yl]benzyl}pyridine-2,3-diamine;
- N˜3˜-(4-methoxy-2,3-dimethylbenzyl)pyridine-2,3-diamine;
- 2-(3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)ethanol;
- (3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)methanol;
- N˜3˜-{[5-(4-fluorophenyl)pyridin-3-yl]methyl}-6-methylpyridine-2,3-diamine;
- N˜3˜-(3-butoxybenzyl)pyridine-2,3-diamine;
- N˜3˜-(5-bromo-2-ethoxybenzyl)pyridine-2,3-diamine;
- N˜3˜-[3-(cyclopentyloxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-[(9-ethyl-9H-carbazo1-3-yl)methyl]pyridine-2,3-diamine;
- N˜3˜-[3-(1H-indol-6-yl)benzyl]-6-methylpyridine-2,3-diamine;
- N˜3˜-(5-bromo-2-methoxybenzyl)-6-methylpyridine-2,3-diamine;
- 6-methyl-N˜3˜-[(3-phenyl-1,3-dihydro-2, 1-benzisoxazol-5-yl)methyl]pyridine-2,3-diamine;
- N˜3˜-[5-(1H-indol-6-yl)-2-methoxybenzyl]-6-methylpyridine-2,3-diamine;
- N˜3˜-[2-(alkyloxy)-5-bromobenzyl]pyridine-2,3-diamine;
- N˜3˜-[2-(benzyloxy)-5-bromobenzyl]pyridine-2,3-diamine;
- N˜3˜-[5-bromo-2-(prop-2-ynyloxy)benzyl]pyridine-2,3-diamine;
- (3′-{[(2-amino-6-methylpyridin-3-yl)amino]methyl}-4′-methoxy-1,1′-biphenyl-3-yl)acetonitrile;
- N˜3˜-[(3′-amino-4-methoxy-1,1′-biphenyl-3-yl)methyl]-6-methylpyridine-2,3-diamine;
- N-(3′-{[(2-amino-6-methylpyridin-3-yl)amino]methyl}-4′-methoxy-1,1′-biphenyl-3-yl)acetamide;
- N˜3˜-(5-isoquinolin-4-yl-2-methoxybenzyl)-6-methylpyridine-2,3-diamine;
- 6-{2-[3-(1H-indol-6-yl)phenyl]ethyl}pyridin-2-amine;
- N˜3˜-(3-isoquinolin-4-ylbenzyl)-6-methylpyridine-2,3-diamine;
- N˜3˜-[(3′-amino-1,1′-biphenyl-3-yl)methyl]-6-methylpyridine-2,3-diamine;
- N˜3˜-[2-(benzyloxy)-5-(1H-indol-6-yl)benzyl]pyridine-2,3-diamine;
- 5-bromo-N˜3˜-[3-(1H-indol-6-yl)benzyl]pyridine-2,3-diamine;
- N˜3˜-[(3′,4-dimethoxy-1,1′-biphenyl-3-yl)methyl]-6-methylpyridine-2,3-diamine;
- N˜3˜-[5-bromo-2-(pyridin-2-ylmethoxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-[(3′-methoxy-1,1′-biphenyl-3-yl)methyl]-6-methylpyridine-2,3-diamine;
- N˜3˜-[5-(1H-indol-6-yl)-2-(pyridin-2-ylmethoxy)benzyl]pyridine-2,3-diamine;
- N˜3-˜[2-(benzyloxy)-5-pyridin-3-ylbenzyl]pyridine-2,3-diamine;
- 5-bromo-N˜3˜-[(3′-methoxy-1,1′-biphenyl-3-yl)methyl]pyridine-2,3-diamine;
- 3-{[(2-aminopyridin-3-yl)amino]methyl}-3′-methoxy-1,1′-biphenyl-4-ol;
- N˜3˜-[3-(2-furyl)benzyl]-6-methylpyridine-2,3-diamine;
- N˜3˜-[5-(2-furyl)-2-methoxybenzyl]-6-methylpyridine-2,3-diamine;
- N˜3˜-[2-(benzyloxy)-5-tert-butylbenzyl]pyridine-2,3-diamine;
- N˜3˜-{[3′-methoxy-4-(pyridin-2-ylmethoxy)-1,1′-biphenyl-3-yl]methyl}pyridine-2,3-diamine;
- 6-chloro-N˜3˜-[(3′-methoxy-1,1′-biphenyl-3-yl)methyl]pyridine-2,3-diamine;
- 5-chloro-N˜3˜-[(3′-methoxy-1,1′-biphenyl-3-yl)methyl]pyridine-2,3-diamine;
- N˜3˜-{[4-(benzyloxy)-3′-methoxy-1,1′-biphenyl-3-yl]methyl}pyridine-2,3-diamine;
- N˜3˜-[5-bromo-2-(pyridin-3-ylmethoxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-[5-(1H-indol-6-yl)-2-(pyridin-3-ylmethoxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-[5-(1H-indol-6-yl)-2-(pyridin-4-ylmethoxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-[3-(6-chloropyridin-3-yl)benzyl]pyridine-2,3-diamine;
- N˜3˜-[(3′,4′-dimethoxy-1,1′-biphenyl-3-yl)methyl]pyridine-2,3-diamine;
- 5-chloro-N˜3˜-(3-pyridin-3-ylbenzyl)pyridine-2,3-diamine;
- N˜3˜-[3-(5-methoxypyridin-3-yl)benzyl]pyridine-2,3-diamine;
- 2-[2-(6-aminopyridin-2-yl)ethyl]-4-(1H-indol-6-yl)phenol;
- 6-{2-[5-(1H-indol-6-yl)-2-(pyridin-2-ylmethoxy)phenyl]ethyl}pyridin-2-amine;
- N˜3˜-[3-(2-furyl)benzyl]pyridine-2,3-diamine;
- N˜3˜-[2-[2-(dimethylamino)ethoxy]-5-(1H-indol-6-yl)benzyl]pyridine-2,3-diamine;
- N˜3˜-[5-pyridin-3-yl-2-(2-pyrrolidin-1-ylethoxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-[5-(1H-indol-6-yl)-2-(2-pyrrolidin-1-ylethoxy)benzyl]pyridine-2,3-diamine;
- N˜3˜-(3-pyrimidin-5-ylbenzyl)pyridine-2,3-diamine;
- N˜3˜-(5-bromo-2-isobutoxybenzyl)pyridine-2,3-diamine;
- 6-{2-[3-(5-methoxypyridin-3-yl)phenyl]ethyl}pyridin-2-amine;
- 6-[2-(3′-methoxy-1,1′-biphenyl-3-yl)ethyl]pyridin-2-amine;
- 6-{2-[3-(2-furyl)phenyl]ethyl}pyridin-2-amine;
- N˜3˜-[3-(2-methyl-1,3-benzothiazol-5-yl)benzyl]pyridine-2,3-diamine;
- N˜3˜-[3-(6-methoxypyridin-3-yl)benzyl]pyridine-2,3-diamine;
- N˜3˜-[(3′-amino-1,1′-biphenyl-3-yl)methyl]pyridine-2,3-diamine;
- 6-[2-(3′,4′-dimethoxy-1,1′-biphenyl-3-yl)ethyl]pyridin-2-amine;
- N˜3˜-(3-bromobenzyl)-6-(morpholin-4-ylcarbonyl)pyridine-2,3-diamine;
- N-(3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)propanamide;
- N-(3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)butanamide;
- methyl 3-[(3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)amino]-3-oxopropanoate;
- 2-[(3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)amino]-2-oxoethyl acetate;
- N-(3′-{[(2-aminopyridin-3-yl)amino]methyl}-1,1′-biphenyl-3-yl)-2-(2-methoxyethoxy)acetamide;
- N˜3˜-[3-(5-propoxypyridin-3-yl)benzyl]pyridine-2,3-diamine;
- {6-amino-5-[(3-bromobenzyl)amino]pyridin-2-yl}methanol;
- {6-amino-5-[(3-pyridin-3-ylbenzyl)amino]pyridin-2-yl} methanol;
- 2-amino-6-[2-(3′-methoxy-1,1′-biphenyl-3-yl)ethyl]nicotinonitrile;
- 6-(2-Biphenyl-3-yl-ethyl)-3-methyl-pyridin-2-ylamine;
- 6-[2-(3′-methoxy-biphenyl-3-yl)-ethyl]-3-methylpyridin-2-ylamine;
- 6-(2-biphenyl-3-ylethyl)-5-fluoro-pyridin-2-ylamine;
- 5-fluoro-6-[2-(3′-methoxy-biphenyl-3-yl)-ethyl]-pyridin-2-ylamine.
94 more elements
Dependencies are inferred from the claim text.