Pyrazole derivatives
AssigneeAptabio Therapeutics Inc.
InventorsSoo Jin Lee, Sung Hwan Moon, Sooho Ban, Eunsil Lee, Eun Jung Shin, Yoo-Kyung Goh
Life of this patent
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Abstract
The Present invention provides a novel pyrazole derivative compound represented by Chemical formula 1, a stereoisomer thereof, a solvate thereof, an isotopic variant thereof, a tautomer thereof, or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition comprising the same. (In the above, A, B and R, and the like are the same as defined in the description of the invention.)
Claims12
A compound of Chemical formula I below, or a stereoisomer thereof, a solvate thereof, an isotopic variant thereof, a tautomer thereof, or a pharmaceutically acceptable salt thereof:
- in the formula,
- A is a substituted or unsubstituted 5-membered to 20-membered heteroaryl or substituted or unsubstituted C5-C20 aryl;
- and
- then, the 5-membered to 20-membered heteroaryl or C6-C20 aryl of A are unsubstituted, or are substituted with 1, 2, 3 or 4 kinds of substituents consisting of cyano, halo, C1-C6 haloalkyl, nitro, —C(═O)R1, —C(═O)OR1, —NH—C(═O)R1, C1-C10 alkoxy group, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted amino, substituted or unsubstituted C5-C20 aryl, substituted or unsubstituted 5-membered to 20-membered heteroaryl and substituted or unsubstituted 5-membered to 20-membered heterocycloalkyl, and then, the R1 is hydrogen, heavy hydrogen, or C1-C10 alkyl,
- two or more adjacent substituents of the 5-membered to 20-membered heteroaryl or C6-C20 aryl of A are combined with each other to form an unsubstituted 5-membered to 10-membered heteroaryl ring comprising 0, 1, 2 or 3 heteroatoms selected from N, O and S or a C5-C10 aryl ring;
- and
- R is hydrogen, heavy hydrogen, cyano, halo, nitro, C1-C6 haloalkyl, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted C5-C20 aryl, substituted or unsubstituted 5-membered to 20-membered heteroaryl, or —C(═O)R2, and then, the R2 is C3-C8 cycloalkyl, C1-C10 alkyl, C2-C10 alkenyl, or C6-C10 aryl;
- and
- B is -N(K)M or substituted or unsubstituted 5-membered to 20-membered heteroaryl or substituted or unsubstituted 5-membered to 20-membered heterocycloalkyl;
- and
- K is hydrogen, heavy hydrogen, cyano, halo, nitro, C1-C6 haloalkyl, substituted or unsubstituted C1-C10 alkyl, unsubstituted C1-C10 alkoxy, —C(═O)R′, —C(═O)OR′, —SO2—R″, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C6-C20 aryl C1-C10 alkyl, substituted or unsubstituted 5-membered to 20-membered heteroaryl or substituted or unsubstituted 5-membered to 20-membered heteroaryl C1-C10 alkyl;
- M is cyano, halo, nitro, C1-C6 haloalkyl, substituted or unsubstituted C1-C10 alkyl, unsubstituted C1-C10 alkoxy, —C(═O)R′, —C(═O)OR′, —SO2-R″, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C6-C20 aryl C1-C10 alkyl, substituted or unsubstituted 5-membered to 20-membered heteroaryl or substituted or unsubstituted 5-membered to 20-membered heteroaryl C1-C10 alkyl;
- wherein the C1-C10 alkyl is unsubstituted, or substituted with 1, 2, 3 or 4 kinds of substituents selected from the group consisting of heavy hydrogen, halo, hydroxy, cyano, nitro, carboxyl, substituted or unsubstituted amino, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C1-C10 haloalkyl, substituted or unsubstituted C1-C10 hydroxyalkyl, substituted or unsubstituted C3-C8 cycloalkyl, C1-C10 alkoxy, C1-C10 alkylsulfonyl, C5-C20 arylsulfonyl, C5-C20 aryloxy, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted 5-membered to 20-membered heteroaryl and substituted or unsubstituted 5-membered to 20-membered heterocycloalkyl;
- and
- the C3-C8 cycloalkyl is unsubstituted, or substituted with 1, 2, 3 or 4 kinds of substituents selected from the group consisting of heavy hydrogen, halogen, cyano, nitro, carboxyl, substituted or unsubstituted amino, substituted or unsubstituted C6-C20 aryl or 5-membered to 20-membered heteroaryl, C1-C10 alkoxy and C1-C10 haloalkyl;
- and
- the 5-membered to 20-membered heteroaryl, 5-membered to 20-membered heterocycloalkyl, or C6-C20 aryl is unsubstituted, or substituted with 1, 2, 3 or 4 kinds of substituents selected from the group consisting of heavy hydrogen, halo, cyano, nitro, —C(═O)R′, —C(═O)OR′, —NH—C(═O)R″, substituted or unsubstituted amino, substituted or unsubstituted C1-C10 alkyl, unsubstituted C1-C10 alkoxy, substituted or unsubstituted C1-C10 haloalkyl, substituted or unsubstituted C1-C10 hydroxyalkyl, substituted or unsubstituted C1-C10 alkylsulfonyl, substituted or unsubstituted C5-C20 arylsulfonyl, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted C3-C8 cycloalkyl C1-C10 alkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C6-C20 aryl C1-C10 alkyl, substituted or unsubstituted 5-membered to 12-membered heterocycloalkyl, substituted or unsubstituted C1-C10 alkyl C3-C8 cycloalkyl and substituted or unsubstituted C1-C10 alkyl 5-membered to 20-membered heterocycloalkyl, and
- then, the R′ and R″ are each independently hydrogen, heavy hydrogen, substituted or unsubstituted amino, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted C2-C6 alkynyl, substituted or unsubstituted C3-Cg cycloalkyl, substituted or unsubstituted C6-C10 aryl or substituted or unsubstituted C6-C10 aryl C1-C6 alkyl, and then, the C2-C6 alkenyl or C2-C6 alkynyl is unsubstituted or substituted with 1, 2, 3 or 4 kinds of mono C1-C6 alkylamine or di C1-C6 alkylamine;
- and
- the substituted amino group is substituted with 1 kind or 2 kinds of C1-C10 alkyl, C6-C10 aryl or C6-C10 aryl C1-C6 alkyl groups;
- and
- the heteroatom of the heterocycloalkyl or heteroaryl ring is one or more kinds selected from N, S and O.
Dependencies are inferred from the claim text.