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US 12,760,033 B2Granted
Compounds having inhibitory activity on prostaglandin E2 receptor and uses thereof
AssigneesKanaph Therapeutics Inc., Korea Research Institute of Chemical Technology
InventorsYoung Sook Shin, Sang Kyun Lim, Yeri Lee, Donggeon Kim, Soo Bong Han, Chang Soo Yun, Hyun Jin Kim, Joo Youn Lee, Hyuk Lee, Sikwang Seong
Life of this patent
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Abstract
The present application relates to a novel compound having inhibitory activity on prostaglandin E2 receptor and uses thereof, and provides a compound represented by formula I, a solvate, stereoisomer or pharmaceutically acceptable salt thereof, a pharmaceutical composition comprising the same, and a method of using the same.
Claims11
A compound of formula IA-3, or a solvate, stereoisomer or pharmaceutically acceptable salt thereof:
- in which,
- R1 is selected from the group consisting of hydrogen, halogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 haloalkyl, and C1-C6 haloalkoxy;
- R2 is selected from the group consisting of hydrogen, halogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 haloalkyl, C1-C6 haloalkoxy, C3-C8 cycloalkyl, and phenyl;
- and
- R3 is
- W is —(CH2)o—, —(CH2)o—C≡C—, —C(O)—, —O—, —NH—, or —N(C1-C6 alkyl)-, wherein H of said CH2 may be optionally substituted with one or more halogen, hydroxy, or C1-C6 alkoxy;
- Cy is selected from the group consisting of C6-C10 aryl, 45- to 10-membered monocyclic or bicyclic heteroaryl containing 1 or 2 nitrogen atoms, and 4- to 7-membered heterocycloalkyl containing 1 or 2 nitrogen atoms, the heterocycloalkyl being a monocyclic or bicyclic, saturated or partially unsaturated ring system which may be spiro, bridged or fused, and Cy may be optionally substituted with one or more R′;
- Ra is hydrogen, halogen, C1-C6 alkyl, C1-C6 haloalkyl, or —V-Cy2,
- wherein V is absent, —CH2—, or —O—,
- Cy2 is selected from the group consisting of C6-C10 aryl, 45- to 10-membered monocyclic or bicyclic heteroaryl containing 1 or 2 heteroatoms selected from N or O, 4- to 7-membered heterocycloalkyl containing 1 or 2 heteroatoms selected from N or O, C3-C8 cycloalkyl and C3-C8 cycloalkenyl, the heterocycloalkyl being a monocyclic or bicyclic, saturated or partially unsaturated ring system which may be spiro, bridged or fused, and Cy2 may be optionally substituted with one or more R″;
- R′ is each independently selected from the group consisting of halogen, amino, C1-C6 alkyl, and C1-C6 haloalkyl;
- R″ is selected from the group consisting of halogen, hydroxy, cyano, amino, oxo, C1-C6 alkyl, C1-C6 alkoxy, —S—(C1-C6 alkyl), —SO2—(C1-C6 alkyl), —CO—(C1-C6 alkyl), —C(O)H, —COO—(C1-C6 alkyl), —COOH, —CONH2, —CONH—(C1-C6 alkyl), —CON(C1-C6 alkyl)2, —(CH2)p—NH2, —(CH2)p—NH—(C1-C6 alkyl), —(CH2)p—N(C1-C6 alkyl)2, —(CH2)p—NH—CO—(C1-C6 alkyl), —(CH2)p—NH—COO—(C1-C6 alkyl), —(CH2)p—OH, 3- to 7-membered heterocycloalkyl containing 1 heteroatom selected from N, O and S, C3-C8 cycloalkyl, and —(CH2)p—(C3-C8 cycloalkyl), the heterocycloalkyl being a monocyclic or bicyclic, saturated or partially unsaturated ring system which may be spiro, bridged or fused, wherein said C1-C6 alkyl and C1-C6 alkoxy may be optionally substituted with one or more halogen, hydroxy, cyano or amino, and said 3- to 7-membered heterocycloalkyl and C3-C8 cycloalkyl may be optionally substituted with one or more halogen, hydroxy, cyano, oxo or amino;
- R4 is hydrogen, or C1-C6 alkyl;
- R8 is —C(═O)R8′ and R8′ is hydroxy or C1-C6 alkoxy;
- o is an integer of 1 or 2;
- and
- p is an integer of 0, 1 or 2.
14 more elements
Dependencies are inferred from the claim text.