Novel 4-aminopyrazolo[3,4-d]pyrimidinylazabicyclo Derivatives and Pharmaceutical Composition Comprising the Same
AssigneeDaewoong Pharmaceutical Co., Ltd.
InventorsYoun-Jung YOON, Jung-Eun PARK, Yeon-Jung PARK, Min-June SHIM, Keuk-Chan BANG, Joon-Seok PARK
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Abstract
The present invention relates to 4-aminopyrazolo[3,4-d]pyrimidinylazabicyclo derivatives and pharmaceutical compositions containing the same, wherein the 4-aminopyrazolo[3,4-d]pyrimidinylazabicyclo derivatives and pharmaceutical compositions containing them not only have BTK inhibitory activity but also has remarkably high selectivity for the inhibitory activity of BTK vs. ITK, and thereby can be usefully used for the prevention or treatment of autoimmune diseases or cancers as BTK inhibitors.
Claims16
A compound represented by the following Chemical Formula 1, or a pharmaceutically acceptable salt thereof:
- in Chemical Formula 1,
- A is a benzene ring, or a 6-membered heteroaromatic ring containing one to three nitrogen atoms,
- R1 is C1-10 alkyl;
- C6-10 aryl;
- C1-10 heteroaryl containing one to four heteroatoms each independently selected from the group consisting of nitrogen, oxygen, and sulfur;
- or C3-10 heterocycloalkyl containing one to four heteroatoms each independently selected from the group consisting of nitrogen, oxygen, and sulfur,
- wherein R1 is unsubstituted or substituted with one to three substituents each independently selected from the group consisting of halogen, cyano, hydroxy, amino, NH(C1-4 alkyl), N(C1-4 alkyl)2, C1-4 alkyl, C1-4 haloalkyl, and C1-4 alkoxy,
- R2 and R3 are each independently hydrogen, halogen, C1-4 alkyl, C1-4 alkoxy, or C1-4 haloalkyl,
- L1 is a bond, O, S, SO2, NH, N(C1-4 alkyl), NHCO, N(C1-4 alkyl)CO, NHCONH, N(C1-4 alkyl)CONH, NHCON(C1-4 alkyl), N(C1-4 alkyl)CON(C1-4 alkyl), CONH, CON(C1-4 alkyl), SO2NH, or SO2N(C1-4 akyl),
- L2 is methylene, or ethylene,
- one of X, and X2 is CH2, and the other is N—CO—R′,
- wherein R′ is C1-4 alkyl;
- C2-4 alkenyl;
- or C2-4 alkynyl, each of which is unsubstituted or substituted by one to three substituents each independently selected from the group consisting of halogen, cyano, hydroxy, amino, NH(C1-4 alkyl), N(C1-4 alkyl)2, C3-10 cycloalkyl, and C3-10 heterocycloalkyl containing one or two heteroatoms each independently selected from the group consisting of nitrogen, and oxygen, and
- each of a and b independently represents an integer of 0 to 4.
Dependencies are inferred from the claim text.