IP Library Granted Patent US 8,883,788
Granted Patent B2
US 8,883,788 · App. 13/814,035 · Granted Nov 11, 2014

Fused heterocyclic ring compound

Inventors: Tomoaki Hasui (Kanagawa, JP); Makoto Fushimi (Kanagawa, JP); Hironori Kokubo (Kanagawa, JP); Takenori Hitaka (Kanagawa, JP); Shotaro Miura (Kanagawa, JP); Takahiko Taniguchi (Kanagawa, JP)
Assignee: Takeda Pharmaceutical Company Limited
C07D403/14C07D401/12C07D471/04A61K9/2018C07D487/04C07D401/14A61K9/2059A61K31/00
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Quick Facts
Patent No.
US 8,883,788
App. No.
13/814,035
Granted
Nov 11, 2014
Kind
B2
Abstract

Provided is a compound having a PDE10A inhibitory action, and useful as a medicament for the prophylaxis or treatment of mental diseases such as schizophrenia and the like, and the like. A compound represented by the formula (I): wherein each symbol is as defined in the DESCRIPTION, or a salt thereof.

Claims (17)

1. A compound represented by the formula (I):

wherein

a partial structural formula:

ring A is a nitrogen-containing fused heterocyclic group optionally substituted with 1 to 5 C 1-6 alkyl groups, wherein nitrogen(s) is/are the only heteroatom(s) in the heterocyclic group,

L 1a is

—X 2 —Y 2 —(X 2 is a bond or —O—; Y 2 is an optionally substituted C 1-6 alkylene group),

R 1 is (1) a C 1-6 alkyl group optionally substituted with 1 to 3 halogen atoms or one C 3-7 cycloalkyl group, (2) a C 3-7 cycloalkyl group, or (3) a C 6-14 aryl group optionally substituted with a C 1-6 alkyl group substituted with 1 to 3 halogen atoms,

R 2 is a hydrogen atom, or a pyrazolyl group optionally substituted with a substituent selected from the group consisting of a C 1-6 alkyl group and a C 6-14 aryl group, and

—R y is a hydrogen atom,

or a salt thereof.

2. 5-[2-(2,3-Dihydro-1H-imidazo[1,2-a]benzimidazol-1-yl)ethoxy]-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one or a salt thereof.

3. 1-(Cyclopropylmethyl)-5-[3-(1-methyl-1H-benzimidazol-2-yl)propoxy]-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one or a salt thereof.

4. 1-(Cyclopropylmethyl)-5-[2-(2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-1-yl)ethoxy]-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one or a salt thereof.

5. 5-(3-Imidazo[1,2-a]pyridin-2-ylpropoxy)-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one or a salt thereof.

6. 1-Cyclobutyl-5-[2-(2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-1-yl)ethoxy]-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one or a salt thereof.

7. A pharmaceutical composition comprising the compound according to claim 1 or a salt thereof, and a pharmacologically acceptable carrier.

8. The pharmaceutical composition according to claim 7 , which is a phosphodiesterase 10A inhibitor.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 6, 2026
From: TAKEDA PHARMACEUTICAL COMPANY LIMITED
To: AXSOME THERAPEUTICS, INC.
Reel/Frame 075778/0924 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2013
From: HASUI, TOMOAKI; FUSHIMI, MAKOTO; KOKUBO, HIRONORI; HITAKA, TAKENORI; MIURA, SHOTARO; KUNITOMO, JUN; TANIGUCHI, TAKAHIKO
To: TAKEDA PHARMACEUTICAL COMPANY LIMITED
Reel/Frame 029748/0512 →
Priority Claims (1)
JP 2010-175395 · Aug 4, 2010 · national
Continuity (1)
Related Publication 20130137700A1 · May 30, 2013