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US 2025/0084067 A1Published application
Pyrazole-substituted cyclopentanol ester derivative and use thereof
AssigneeChia Tai Tianqing Pharmaceutical Group Co., Ltd.
InventorsYinsheng ZHANG, Yong GAO, Bin CAO, Jinan WANG, Damin ZHAO
Life of this patent
Estimating the term…
Abstract
The present application relates to a pyrazole-substituted cyclopentanol ester derivative and use thereof, and in particular to a compound represented by formula (I), an isomer thereof, or a pharmaceutically acceptable salt thereof.
Claims21
A compound of formula (I), an isomer thereof, or a pharmaceutically acceptable salt thereof,
- wherein,
- ring A is selected from the group consisting of a C3-10 alkyl ring, a 5-10 membered heteroalkyl ring, a benzene ring, a naphthyl ring, a benzene ring fused to a C5-6 alkyl ring, a benzene ring fused to a 5-6 membered heteroalkyl ring, a 5-10 membered heteroaromatic ring, a 5-6 membered heteroaromatic ring fused to a C5-6 alkyl ring, or a 5-6 membered heteroaromatic ring fused to a 5-6 membered heteroalkyl ring, and the C3-10 alkyl ring, the 5-10 membered heteroalkyl ring, the benzene ring, the naphthyl ring, the benzene ring fused to a C5-6 alkyl ring, the benzene ring fused to a 5-6 membered heteroalkyl ring, the 5-10 membered heteroaromatic ring, the 5-6 membered heteroaromatic ring fused to a C5-6 alkyl ring, or the 5-6 membered heteroaromatic ring fused to a 5-6 membered heteroalkyl ring is optionally independently substituted with 1 or more Ra;
- L1 and L2 are each independently selected from the group consisting of a single bond, —N(Rb)—, —N═, —O—, —S—, —(CH2)m—, —(CD2)m-, —(CHD)m, —C(═O)—, —S(═O)—, —S(═O)2—, —S(═O)(═N(Rb))—, —S(═O)(Rc)—, —P(═O)(Rc)—, or —P(═O)(NRbRb)—;
- R1 is selected from the group consisting of H, deuterium, C1-3 alkyl, C1-3 alkoxy, —NH2, —NH(C1-3 alkyl), —N(C1-3 alkyl)2, C3-6 cycloalkyl, 3-6 membered heterocycloalkyl, phenyl, or 5-6 membered heteroaryl;
- the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1, 2 or 3 Rd, and the C3-6 cycloalkyl, the 3-6 membered heterocycloalkyl, the phenyl, or the 5-6 membered heteroaryl is optionally independently substituted with 1 or more Re;
- R2, R3, and R4 are each independently selected from the group consisting of H, deuterium, halogen, OH, CN, NH2, C1-3 alkyl, or C1-3 alkoxy, and the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1 or more Rz;
- or R2 and R3, together with the carbon atom linked thereto, form C3-6 cycloalkyl or 3-6 membered heterocycloalkyl, and R4 is selected from the group consisting of H, deuterium, halogen, OH, CN, NH2, C1-3 alkyl, or C1-3 alkoxy;
- the C1-3 alkyl, the C1-3 alkoxy, the C3-6 cycloalkyl, or the 3-6 membered heterocycloalkyl is optionally independently substituted with 1 or more Rz;
- Ra is each independently selected from the group consisting of deuterium, halogen, OH, CN, NH2, ═O, C1-3 alkyl, or C1-3 alkoxy, and the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1 or more Rx;
- Rb is each independently selected from the group consisting of H, C1-3 alkyl, C1-3 alkoxy, —C(═O)H, —S(═O)2C1-3 alkyl, C3-6 cycloalkyl, or 3-6 membered heterocycloalkyl;
- the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1, 2 or 3 Rx, and the C3-6 cycloalkyl or the 3-6 membered heterocycloalkyl is optionally independently substituted with 1 or more Ry;
- Rc is selected from the group consisting of halogen, OH, CN, or C1-3 alkyl, and the C1-3 alkyl is optionally independently substituted with 1 or more Rx;
- Rd is each independently selected from the group consisting of deuterium, halogen, OH, CN, or NH2;
- Re is each independently selected from the group consisting of deuterium, halogen, OH, CN, NH2, ═O, C1-3 alkyl, or C1-3 alkoxy, and the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1 or more Rx;
- Rx is each independently selected from the group consisting of deuterium, halogen, OH, CN, or NH2;
- Ry is each independently selected from the group consisting of deuterium, halogen, OH, CN, NH2, ═O, C1-3 alkyl, or C1-3 alkoxy, and the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1 or more substituents selected from the group consisting of deuterium, halogen, OH, CN, or NH2;
- Rz is each independently selected from the group consisting of deuterium, halogen, OH, CN, or NH2;
- m is selected from the group consisting of 1, 2, or 3;
- the carbon atom with “*” is a chiral carbon atom present in a form of a single (R) or (S) enantiomer or in a form enriched with one enantiomer;
- or, L1, L2, R1, R2, R3, R4, Ra, Rb, Rc, Rd, Re, Rx, Ry, or Rz is each independently optionally substituted with one or more substituents.
17 more elements
(canceled)
A compound of formula (II), an isomer thereof, or a pharmaceutically acceptable salt thereof,
- wherein,
- ring A is selected from the group consisting of a C3-10 alkyl ring, a 5-10 membered heteroalkyl ring, a benzene ring, a naphthyl ring, a benzene ring fused to a C5-6 alkyl ring, a benzene ring fused to a 5-6 membered heteroalkyl ring, a 5-10 membered heteroaromatic ring, a 5-6 membered heteroaromatic ring fused to a C5-6 alkyl ring, or a 5-6 membered heteroaromatic ring fused to a 5-6 membered heteroalkyl ring, and the C3-10 alkyl ring, the 5-10 membered heteroalkyl ring, the benzene ring, the naphthyl ring, the benzene ring fused to a C5-6 alkyl ring, the benzene ring fused to a 5-6 membered heteroalkyl ring, the 5-10 membered heteroaromatic ring, the 5-6 membered heteroaromatic ring fused to a C5-6 alkyl ring, or the 5-6 membered heteroaromatic ring fused to a 5-6 membered heteroalkyl ring is optionally independently substituted with 1, 2 or 3 Ra;
- L1 and L2 are each independently selected from the group consisting of a single bond, —N(Rb)—, —O—, —S—, —(CH2)m—, —C(═O)—, —S(═O)—, —S(═O)2—, —S(═O)(═N(Rb))—, —P(═O)(Rc)—, or —P(═O)(NRbRb)—;
- R1 is selected from the group consisting of H, C1-3 alkyl, C1-3 alkoxy, —NH2, —NH(C1-3 alkyl), —N(C1-3 alkyl)2, C3-6 cycloalkyl, 3-6 membered heterocycloalkyl, phenyl, or 5-6 membered heteroaryl;
- the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1, 2 or 3 Rd, and the C3-6 cycloalkyl, the 3-6 membered heterocycloalkyl, the phenyl, or the 5-6 membered heteroaryl is optionally independently substituted with 1, 2 or 3 Re;
- Ra is each independently selected from the group consisting of halogen, OH, CN, NH2, ═O, C1-3 alkyl, or C1-3 alkoxy, and the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1, 2 or 3 Rx;
- Rb is each independently selected from the group consisting of H, C1-3 alkyl, C1-3 alkoxy, —C(═O)H, C3-6 cycloalkyl, or 3-6 membered heterocycloalkyl;
- the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1, 2 or 3 Rx, and the C3-6 cycloalkyl or the 3-6 membered heterocycloalkyl is optionally independently substituted with 1, 2 or 3 Ry;
- Rc is selected from the group consisting of halogen, OH, CN, or C1-3 alkyl, and the C1-3 alkyl is optionally independently substituted with 1, 2 or 3 Rx;
- Rd is each independently selected from the group consisting of halogen, OH, CN, or NH2;
- Re is each independently selected from the group consisting of halogen, OH, CN, NH2, ═O, C1-3 alkyl, or C1-3 alkoxy, and the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1, 2 or 3 Rx;
- Rx is each independently selected from the group consisting of halogen, OH, CN, or NH2;
- Ry is each independently selected from the group consisting of halogen, OH, CN, NH2, ═O, C1-3 alkyl, or C1-3 alkoxy, and the C1-3 alkyl or the C1-3 alkoxy is optionally independently substituted with 1, 2 or 3 substituents selected from the group consisting of halogen, OH, CN, or NH2;
- m is selected from the group consisting of 1, 2, or 3;
- the carbon atom with “*” is a chiral carbon atom present in a form of a single (R) or (S) enantiomer or in a form enriched with one enantiomer.
12 more elements
A compound of the formula below, an isomer thereof, or a pharmaceutically acceptable salt thereof,
Dependencies are inferred from the claim text.