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US 7,888,362 B2Granted
Piperazine-substituted benzothiophenes for treatment of mental disorders
AssigneeOtsuka Pharmaceutical Co., Ltd.
InventorsHiroshi Yamashita, Nobuaki Ito, Shin Miyamura, Kunio Oshima, Jun Matsubara, Hideaki Kuroda, Haruka Takahashi, Satoshi Shimizu, Tatsuyoshi Tanaka
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Abstract
The present invention provides a heterocyclic compound represented by the general formula (1): The compound of the present invention has a wide treatment spectrum for mental disorders including central nervous system disorders, no side effects and high safety.
Claims9
A heterocyclic compound represented by the formula (1):
- [wherein ring Q represented by
- represents —NH—CH2—, —N═CH—, —CH2—NH— or —CH═N—;
- and
- the carbon-carbon bond
- between the 3-position and 4-position of the heterocyclic skeleton containing Z and Y represents a single bond or a double bond);
- the ring Q may have at least one substituent selected from the group consisting of a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a hydroxy group, a lower alkoxy group, a halogenated lower alkyl group, an aryl group, an aryl lower alkyl group, an aryl lower alkoxy group, an arylcarbonyl group, a lower alkenyloxy group, a lower alkanoyl group, a lower alkanoyloxy group, a cycloalkyl group, a cycloalkyl lower alkyl group, a halogen atom, a carbamoyl group which may have a lower alkyl group, a carboxy group, a lower alkoxycarbonyl group, an amino group which may have a lower alkanoyl group, a nitro group, a hydroxy lower alkyl group, an amino lower alkyl group which may have a lower alkyl group, a thienyl group, a saturated 3- to 8-membered heteromonocyclic group containing 1 to 2 nitrogen atoms-substituted lower alkyl group and an oxo group;
- R2 represents a hydrogen atom or a lower alkyl group;
- and
- A represents —O-A1- (wherein A1 represents an alkylene group which may be substituted with a hydroxy group (wherein one oxygen atom may replace a carbon of the alkylene chain) or a lower alkenylene group) or a lower alkylene group;
- provided that when A represents a lower alkylene group, the ring Q represents a bicyclic group selected from the group consisting of:
- (wherein the carbon-carbon-bond
- represents a single bond or a double bond)] or a salt thereof.
9 more elements
A process for producing a heterocyclic compound represented by the formula (1):
- [wherein ring Q represented by
- represents —NH—CH2—, —N═CH—, —CH2—NH— or —CH═N;
- and
- the carbon-carbon bond
- between the 3-position and 4-position of the heterocyclic skeleton containing Z and Y represents a single bond or a double bond);
- the ring Q may have at least one substituent selected from the group consisting of a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a hydroxy group, a lower alkoxy group, a halogenated lower alkyl group, an aryl group, an aryl lower alkyl group, an aryl lower alkoxy group, an arylcarbonyl group, a lower alkenyloxy group, a lower alkanoyl group, a lower alkanoyloxy group, a cycloalkyl group, a cycloalkyl lower alkyl group, a halogen atom, a carbamoyl group which may have a lower alkyl group, a carboxy group, a lower alkoxycarbonyl group, an amino group which may have a lower alkanoyl group, a nitro group, a hydroxy lower alkyl group, an amino lower alkyl group which may have a lower alkyl group, a thienyl group, a saturated 3- to 8-membered heteromonocyclic group containing 1 to 2 nitrogen atoms-substituted lower alkyl group and an oxo group;
- R2 represents a hydrogen atom or a lower alkyl group;
- and
- A represents —O-A1- (wherein A1 represents an alkylene group which may be substituted with a hydroxy group (wherein one oxygen atom may replace a carbon of the alkylene chain) or a lower alkenylene group) or a lower alkylene group;
- provided that when A represents a lower alkylene group, the ring Q represents a bicyclic group selected from the group consisting of:
- (wherein the carbon-carbon bond
- represents a single bond or a double bond)] or a salt thereof,
- characterized by comprising a reaction of a compound represented by the formula:
- (wherein the ring Q and A are the same as defined above, and X1 represents a halogen atom or a group which causes a substitution reaction the same as in a halogen atom) or a salt thereof with a compound represented by the formula:
- (wherein R2 is the same as defined above) or a salt thereof.
12 more elements
Dependencies are inferred from the claim text.