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US 11,897,881 B1Granted
Substituted pyrido[3,4-b]indole-3-carboxylic acids as CK2 inhibitors
AssigneeKing Faisal University
InventorsChristophe Tratrat, Michelyne Haroun
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Abstract
Pyrido[3,4-b]indole-3-carboxylic acid compounds are provided. The pyrido[3,4-b]indole-3-carboxylic acid compounds have the formula I: wherein Ring A, R1, R2, R3, and R4 are as described herein. The pyrido[3,4-b]indole-3-carboxylic acid compounds inhibit protein kinase CK2 activity and may be used as anticancer and/or antitumor agents, as well as agents for treating inflammation, pain, immunological disorders, diabetes, viral infections, and neurodegenerative diseases.
Claims15
A compound having the formula I:
- or a pharmaceutically acceptable salt or stereoisomer thereof,
- wherein:
- Ring A is aryl or heteroaryl;
- R1 is H, F, or OH;
- R2 is H, F, or OH;
- R3 is H, halogen, CN, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 cyanoalkyl, C(O)R5, C(O)NR5R6, C(O)OR5, NR5R6, NHC(O)R5, NHC(O)NHR5, NHC(O)OR5, NHS(O)2R5, NHS(O)2NHR5, OR5, S(O)2NR5R6, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, or C3-C6 cyanocycloalkyl;
- R4 is H, halogen, CN, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 cyanoalkyl, C(O)R5, C(O)NR5R6, C(O)OR5, NR5R6, NHC(O)R5, NHC(O)NHR5, NHC(O)OR5, NHS(O)2R5, NHS(O)2NHR5, OR5, S(O)2NR5R6, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, or C3-C6 cyanocycloalkyl;
- each R5 is independently H, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 cyanoalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, or C3-C6 cyanocycloalkyl;
- and
- each R6 is independently H, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 cyanoalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, or C3-C6 cyanocycloalkyl.
7 more elements
A compound having the formula I:
- or a pharmaceutically acceptable salt or stereoisomer thereof,
- wherein:
- Ring A is phenyl or pyridinyl;
- R1 is H, F, or OH;
- R2 is H, F, or OH;
- R3 is H, halogen, C1-C6 alkyl, straight chained C1-C6 haloalkyl, C(O)NR5R6, NR5R6, OR5, or S(O)2NR5R6;
- R4 is H, halogen, C1-C6 alkyl, straight chained C1-C6 haloalkyl, C(O)NR5R6, NR5R6, OR5, or S(O)2NR5R6;
- each R5 is independently CH3;
- and
- each R6 is independently CH3;
- with the proviso that at least one of R1 and R2 is F or OH.
8 more elements
A compound selected from the group consisting of:
- or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.