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US 10,005,739 B2Granted
Quinazolinone and isoquinolinone derivative
AssigneeChugai Seiyaku Kabushiki Kaisha
InventorsTakeshi Murata, Sousuke Hara, Satoshi Niizuma, Kihito Hada, Hatsuo Kawada, Masahiro Sakaitani, Hideaki Shimada, Yoshito Nakanishi
Life of this patent
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Abstract
The present invention relates to quinazolinone and isoquinolinone derivatives represented by formula (I) or pharmaceutically acceptable salts thereof.
Claims10
A compound represented by general formula (I) below or a pharmaceutically acceptable salt thereof:
- wherein
- A represents formula (1) or (2) below:
- Q represents CH2 or NH;
- R1 in formula (1) represents a C1-6 alkyl group, C1-6 alkoxy group, C2-6 alkenyl group, C2-6 alkynyl group, halogen atom, cyano group, nitro group or amino group, wherein the C1-6 alkyl group, C2-6 alkenyl group, C2-6 alkynyl group, and C1-6 alkoxy group may be substituted with 1 to 5 halogen atoms;
- R1 in formula (2) represents a hydrogen atom, C1-6 alkyl group, C1-6 alkoxy group, C2-6 alkenyl group, C2-6 alkynyl group, halogen atom, cyano group, nitro group or amino group, wherein the C1-6 alkyl group, C2-6 alkenyl group, C2-6 alkynyl group, and C1-6 alkoxy group may be substituted with 1 to 5 halogen atoms;
- A2 represents CR2 or N;
- R2 represents a hydrogen atom, C1-3 alkyl group, C1-3 alkoxy group, or halogen atom;
- A3 represents CR3 or N, wherein A2 and A3 are not both N;
- R3 represents a hydrogen atom, C1-3 alkyl group, C1-3 alkoxy group, or halogen atom;
- R4 represents a C3-6 alkyl group, C3-8 cycloalkyl group, (C3-8 cycloalkyl)methyl group, C1-6 alkylsulfonyl group, C1-6 alkylsulfanyl group, C1-6 alkylsulfinyl group, C6-10 arylsulfonyl group, C6-10 arylsulfanyl group, C6-10 arylsulfinyl group, C3-8 cycloalkylsulfonyl group, C3-8 cycloalkylsulfanyl group or C3-8 cycloalkylsulfinyl group, wherein the C3-6 alkyl group, C3-8 cycloalkyl group, (C3-8 cycloalkyl)methyl group, C1-6 alkylsulfonyl group, C1-6 alkylsulfanyl group, C1-6 alkylsulfinyl group, C6-10 arylsulfonyl group, C6-10 arylsulfanyl group, C6-10 arylsulfinyl group, C3-8 cycloalkylsulfonyl group, C3-8 cycloalkylsulfanyl group, and C3-8 cycloalkylsulfinyl group may be substituted with 1 to 5 halogen atoms;
- R5 represents a hydrogen atom, halogen atom, C1-6 alkyl group, C1-6 alkoxy group, C2-6 alkenyl group, C2-6 alkynyl group, nitro group, amino group, cyano group, C1-6 alkylsulfonyl group, C1-6 alkylsulfanyl group or C1-6 alkylsulfinyl group, wherein the C1-6 alkyl group, C2-6 alkenyl group, C2-6 alkynyl group, and C1-6 alkoxy group may be substituted with 1 to 5 halogen atoms;
- A6 represents CR6;
- R6 represents a hydrogen atom, C1-6 alkyl group, C1-6 alkoxy group, C3-8 cycloalkyl group, C2-6 alkenyl group, halogen atom, formyl group, [1,3]dioxolane, or a group represented by formula (i) below, wherein the C1-6 alkyl group, C1-6 alkoxy group, C3-8 cycloalkyl group or C2-6 alkenyl group may be substituted with 1 to 5 amino, hydroxyl, and/or OSO2CH3 groups,
- ●-X—Y—Z (i)
- wherein in formula (i),
- X represents —(CH2)n—, —(CH2)nNH(CH2)l—, or —(CH2)nO(CH2)l—;
- Y represents a C3-8 cycloalkyl group, 4- to 10-membered aromatic ring, 3- to 12-membered heterocycle, or 4- to 10-membered aromatic heterocycle, wherein the C3-8 cycloalkyl group, 4- to 10-membered aromatic ring, 3- to 12-membered heterocycle, and 4- to 10-membered aromatic heterocycle may be substituted with 1 to 5 halogen atoms, oxo groups and/or C1-3 alkyl groups;
- Z represents a hydrogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C3-8 cycloalkyl group, —(CH2)mNRaRb, —NHCO(CH2)mRc, —(CH2)mNHCORc, —NH(CH2)mCORc, —(CH2)mN(CH3)CORc, —(CH2)mORd, —(CH2)mCORe, —(CH2)mCOORe, —(CH2)mNHSO2Rf, —(CH2)mSO2Rf, —(CH2)mCONRgRh, a 4- to 10-membered aromatic ring, 4- to 10-membered aromatic heterocycle, or a 3- to 12-membered heterocycle, wherein the C1-6 alkyl group may be substituted with 1 to 5 halogen atoms, hydroxyl groups, C3-8 cycloalkyl groups, 4- to 10-membered aromatic rings, 4- to 10-membered aromatic heterocycles, 3- to 12-membered heterocycles, and/or cyano groups;
- and the 3- to 12-membered heterocycle and 4- to 10-membered aromatic heterocycle may be substituted with 1 to 5 halogen atoms, C1-3 alkyl groups and/or oxo groups;
- n represents 0, 1, 2, or 3;
- 1 represents 0, 1, 2, or 3;
- m represents 0, 1, 2, or 3;
- Ra and Rb are identical or different, each representing a hydrogen atom, C1-6 alkyl group, C2-6 alkenyl group, C2-6 alkynyl group, 3- to 12-membered heterocycle, 4- to 10-membered aromatic heterocycle, or —SO2CH3, wherein the C1-6 alkyl group may be substituted with 1 to 5 halogen atoms, amino groups, mono-C1-6 alkylamino groups, di-C1-6 alkylamino groups, hydroxyl groups, and/or cyano groups;
- Rc represents a C1-6 alkyl group, C2-6 alkenyl group, C2-6 alkynyl group, C1-6 alkoxy group, C3-8 cycloalkyl group, amino group, mono-C1-6 alkylamino group, di-C1-6 alkylamino group or 3- to 12-membered heterocycle, wherein the C1-6 alkyl group may be substituted with 1 to 3 amino groups, mono-C1-6 alkylamino groups, di-C1-6 alkylamino groups, and/or 3- to 12-membered heterocycles;
- Rd represents a hydrogen atom, C1-6 alkyl group, C2-6 alkenyl group or C2-6 alkynyl group, wherein the C1-6 alkyl group, C2-6 alkenyl group, and C2-6 alkynyl group may be substituted with 1 to 5 C1-6 alkoxy groups and/or amino groups;
- Re represents a hydrogen atom or C1-6 alkyl group, wherein the C1-6 alkyl group may be substituted with an amino group;
- Rf represents a C1-6 alkyl group, an amino group, a mono-C1-6 alkylamino group, or a di-C1-6 alkylamino group, wherein the C1-6 alkyl group, mono-C1-6 alkylamino group, and di-C1-6 alkylamino group may be substituted with 1 to 5 halogen atoms;
- Rg and Rh are identical or different, each representing a hydrogen atom, C1-6 alkyl group, or 3- to 12-membered heterocycle, wherein the C1-6 alkyl group may be substituted with 1 to 3 amino groups, mono-C1-6 alkylamino groups, and/or di-C1-6 alkylamino groups;
- A7 represents CR7;
- and
- R7 represents a hydrogen atom, halogen atom, C1-6 alkyl group, C2-6 alkenyl group, C1-6 alkoxy group, or a cyano group;
- A8 represents N;
- and
- R9 represents a hydrogen atom or amino group.
31 more elements
Dependencies are inferred from the claim text.