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US 2016/0355475 A1Published application
Novel indole derivative compound and pharmaceutical composition comprising the same
AssigneeChong Kun Dang Pharmaceutical Corp.
InventorsChangsik LEE, Hyun-Mo YANG, Dohoon KIM, Miseon BAE, Youngil CHOI, Nina HA
Life of this patent
Estimating the term…
Abstract
The present invention provides a novel indole derivative compound, an isomer thereof, a pharmaceutically acceptable salt thereof, or a hydrate or solvate thereof. The compound according to the present invention can selectively inhibit histone deacetylase (HDAC), and thus can be used to effectively treat a disease associated with histone deacetylase (HDAC) activity.
Claims15
An indole derivative compound represented by the following formula I, an isomer thereof, a pharmaceutically acceptable salt thereof, or a hydrate or solvate thereof:
- wherein
- R1 is hydrogen, halogen, a straight or branched C1-5 alkyl, —NH2, —OH, a straight or branched chain C1-5 alkoxy, —CF3, aryl, a 4- to 6-membered heteroaryl containing one or two heteroatoms selected from N, O and S,
- wherein the aryl and heteroaryl may each independently be unsubstituted or substituted with halogen, a straight or branched chain C1-5 alkoxy or a straight or branched chain C1-5 alkyl;
- R2 is hydrogen, halogen, a straight or branched chain C1-5 alkyl, —NH2, —OH, a straight or branched chain C2-10 alkylalkoxy (—C1-5—O—C1-5 alkyl), a straight or branched chain C1-5 alkoxy, —CF3, a straight or branched C1-5 alkyl-halogen, or a straight or branched chain C1-5 alkyl hydroxide (—C1-5 alkyl-OH);
- R3 and R4 are each independently hydrogen or —OH;
- R5 is hydrogen, halogen, —CF3, or a straight or branched chain C1-3 alkyl;
- n1 and n2 are each independently 0, 1 or 2;
- A is
- a 3- to 8-membered C2-12 heterocycloalkyl containing one or two heteroatoms selected from N, O and S, or a 3- to 8-membered C2-12 heteroaryl containing one or two heteroatoms selected from N, O and S, wherein Y is C or N, Z is C, O or N, R6 and R7 are each independently hydrogen, halogen, a straight or branched chain C1-5 alkyl, —NH2, —OH, a straight or branched chain C2-10 alkylalkoxy (—C1-5—O—C1-5 alkyl), a straight or branched chain C1-5 alkoxy, —CF3, a straight or branched chain C1-5 alkyl-halogen, or a straight or branched chain C1-5 alkyl hydroxide (—C1-5 alkyl-OH), and n3 and n4 are each independently 0, 1 or 2;
- Xa, Xb1, Xb2, Xb3 and Xb4 are each independently C or N;
- B and D are each independently —H, C or halogen, and when B and D are H or halogen, Ra, Rb, Rc, Rd or Re, linked to B and D, does not exist;
- m is 0, 1 or 2;
- Ra is hydrogen, halogen, a straight or branched chain C1-5 alkyl, a C3-12 cycloalkyl, phenyl, —OH, a 5- or 6-membered heteroaryl containing one or two heteroatoms selected from N and O, or ═O;
- Rb does not exist or is hydrogen, halogen, a straight or branched chain C1-5 alkyl, —OH, a straight or branched chain C1-5 alkoxy, a C3-12 cycloalkyl, a 5- or 6-membered heteroaryl containing one or two heteroatoms selected from N and O, or phenyl;
- the straight or branched chain C1-5 alkyl, C3-12 cycloalkyl and phenyl in Ra or Rb may each independently be unsubstituted or substituted with halogen, —CN, thiazole, a straight or branched chain C1-5 alkoxy or a straight or branched chain C1-5 alkyl;
- Rc is —H, halogen, a straight or branched chain C1-5 alkyl, a straight or branched chain C1-5 alkoxy, —CO(O)C1-5 alkyl, aryl, a 4- to 6-membered heteroaryl containing one or two heteroatoms selected from N, O and S, a C3-12 cycloalkyl, —OH, or phenyl;
- Rd is hydrogen, halogen, a straight or branched chain C1-5 alkyl, a straight or branched chain C1-5 alkoxy, a C3-12 cycloalkyl, —OH, or phenyl;
- Rc and Rd may be linked together to form a C3-8 cycloalkyl or a 4- to 6-membered cycloheteroalkyl containing one or two heteroatoms selected from N, O and S;
- Re is hydrogen, halogen, —CF3, a straight or branched chain C1-3 perfluoroalkyl, a straight or branched chain C1-5 alkyl, a straight or branched chain C1-5 alkoxy, a 4- to 6-membered heterocycloalkyl containing one or two heteroatoms selected from N, O and S, a C3-12 cycloalkyl, aryl, a 4- to 6-membered heteroaryl containing one or two heteroatoms selected from N, O and S, NH2, —OH, a straight or branched chain —NHC1-5 alkyl, —N-(straight or branched chain C1-5 alkyl)2, or an aryl substituted with a straight or branched chain C1-5 alkyl;
- wherein the straight or branched chain C1-5 alkyl, C3-12 cycloalkyl, 4- to 6-membered cycloheteroalkyl containing one or two heteroatoms selected from N, O and S, aryl, and 4- to 6-membered heteroaryl containing one or two heteroatoms selected from N, O and S in Rc, Rd or Re, or the cycloalkyl or cycloheteroalkyl formed by linkage between Rc and Rd, may each independently be unsubstituted or substituted with halogen, —CF3, —CN, thiazole, a straight or branched chain C1-5 alkoxy, a straight or branched chain C1-5 alkyl, a straight or branched chain —C(═O)C1-5 alkyl, a straight or branched chain —C(═O)OC1-5 alkyl, a straight or branched chain —C(═O)OC1-5alkyl, a straight or branched chain —C(═O)NHC1-5alkyl, a straight or branched chain SO2C1-5 alkyl, —CF3
17 more elements
(canceled)
Dependencies are inferred from the claim text.