Dihydropyrazolopyrimidinone derivatives
AssigneeMsd K.K.
InventorsMakoto Bamba, Satoshi Sunami
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Abstract
The invention relates to compounds represented by the general formula (I) and the like. In the formula, Ar1 denotes an aryl or heteroaryl group which may have a substituent; R1 denotes a hydrogen atom, or denotes a C1-C6 alkyl, aryl, aralkyl or heteroaryl group which may have a substituent; R2 denotes an aralkyl group or a group represented by the formula (a); and R3 denotes a hydrogen atom or a C1-C6 alkyl group. The compounds of the invention have an excellent Wee1 kinase inhibitory effect, and therefore are useful in the field of medicine, especially in the field of treatment of various cancers.
Claims11
A compound represented by the general formula (I), or a pharmaceutically acceptable salt thereof:
- wherein,
- Ar1 is a phenyl group, which is optionally substituted with a substituent selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a hydroxy-C1-C6 alkyl group, a C1-C6 alkoxy group, a C2-C7 alkanoyl group, a hydroxy-C1-C6 alkylamino group, a carbamoyl group, a hydroxy-C1-C6 alkylcarbamoyl group, a heteroaryl group optionally substituted with a C1-C6 alkyl group, and a group represented by -Q1-A1-Q2-A2(R1a)R1b;
- A1 is a single bond, an oxygen atom or a sulfur atom, or is an imino group optionally substituted with a C1-C6 alkyl group;
- A2 is a nitrogen atom, or is a methine group optionally substituted with a hydroxy group, a C1-C6 alkyl group or a hydroxy-C1-C6 alkyl group;
- Q1 is a single bond, a carbonyl group or a methylene group optionally substituted with a C1-C6 alkyl group;
- Q2 is a single bond or an ethylene or trimethylene group optionally substituted with a C1-C6 alkyl group;
- R1a and R1b are each independently a hydrogen atom, a C1-C6 alkyl group or a hydroxy-C1-C6 alkyl group, or together form a C1-C6 alkylene group, wherein one or two or more methylene groups constituting the C1-C6 alkylene group may be independently replaced with an oxygen atom, a sulfur atom, a sulfinyl group, a sulfonyl group, a carbonyl group, a vinylene group or a group represented by —N(R1c)—, or substituted with a hydroxy group, a C1-C6 alkyl group or a group represented by —R10c;
- R1c is a hydrogen atom, a formyl group, a C2-C6 alkenyl group or a group represented by -Q3-A3(R1d)R1e;
- R10c is a group represented by -Q30-A30(R10d)R10e;
- A3 and A30 are each independently a nitrogen atom, or a methine group optionally substituted with a hydroxy group, a C1-C6 alkyl group or a hydroxy-C1-C6 alkyl group;
- Q3 and Q30 are each independently a single bond or a C1-C6 alkylene group, wherein one or two or more methylene groups constituting the C1-C6 alkylene group may be independently replaced with an oxygen atom, a sulfur atom, a carbonyl group, a sulfinyl group or a sulfonyl group, or substituted with a halogen atom, a cyano group, a hydroxy group or a C1-C6 alkyl group;
- R1d and R1e are each independently a hydrogen atom, a halogen atom, a cyano group, a hydroxy group, a C1-C6 alkyl group or a hydroxy-C1-C6 alkyl group, or together form a C1-C6 alkylene group, wherein one or two or more methylene groups constituting the C1-C6 alkylene group may be independently replaced with an oxygen atom, a sulfur atom, a sulfinyl group, a sulfonyl group, a carbonyl group, a vinylene group or a group represented by —N(R1f)—, or substituted with a hydroxy group or a C1-C6 alkyl group;
- R1f and R10f are each independently a hydrogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C2-C6 alkenyl group or a C2-C7 alkanoyl group;
- R10d and R10e are each independently a hydrogen atom, a halogen atom, a cyano group, a hydroxy group, a C1-C6 alkyl group or a hydroxy-C1-C6 alkyl group, or together form a C1-C6 alkylene group, wherein one or two or more methylene groups constituting the C1-C6 alkylene group may be independently replaced with an oxygen atom, a sulfur atom, a sulfinyl group, a sulfonyl group, a carbonyl group, a vinylene group or a group represented by —N(R10f)—, or substituted with a hydroxy group or a C1-C6 alkyl group;
- R1 is a hydrogen atom, or is a C1-C6 alkyl group which is optionally substituted with a substituent selected from the group consisting of a halogen atom, a hydroxy group, a cyano group, a C1-C6 alkoxy group, a C3-C6 cycloalkyl group, a C2-C7 alkanoyl group and a C1-C6 alkylsulfonyl group, or is an aryl, aralkyl or heteroaryl group which is optionally substituted with a substituent selected from the group consisting of a halogen atom, a hydroxy group, a cyano group, an amino group, a C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkyl group and a hydroxy-C1-C6 alkyl group;
- R2 is a C1-C6 alkyl group substituted with one or two phenyl groups, or is a group represented by the formula (a):
- R2a is a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, an amino group, a nitro group, a carbamoyl group, a C1-C6 alkyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkyl group, a hydroxy-C1-C6 alkyl group or a C1-C6 alkoxy-C1-C6 alkyl group;
- T, U, V and W are each independently a methine group, which is optionally substituted with a substituent selected from the group consisting of a halogen atom, a hydroxy group, a cyano group, an amino group, a nitro group, a carbamoyl group, a C1-C6 alkyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkyl group, a hydroxy-C1-C6 alkyl group and a C1-C6 alkoxy-C1-C6 alkyl group, or one of T, U, V, and W is a nitrogen atom;
- and
- R3 is a hydrogen atom or a C1-C6 alkyl group.
Dependencies are inferred from the claim text.