1223880-70-3

Basic information

• Product Name: ethyl 4-(3-chloropyrazin-2-yloxy)benzoate
• Synonyms: ethyl 4-(3-chloropyrazin-2-yloxy)benzoate
• CAS NO: 1223880-70-3
• Molecular Weight: 278.695
• Mol File: 1223880-70-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ethyl 4-(3-chloropyrazin-2-yloxy)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(3-chloropyrazin-2-yloxy)benzoate(1223880-70-3)
• EPA Substance Registry System: ethyl 4-(3-chloropyrazin-2-yloxy)benzoate(1223880-70-3)

Safety Data

• Hazardous Substances Data: 1223880-70-3(Hazardous Substances Data)

Upstream product

• 120-47-8 Ethyl 4-hydroxybenzoate 
• 4858-85-9 2,3-dichloropyrazine 

Downstream Products

• 1227065-24-8 (1H-benzo[d]imidazol-2-yl)(4-((3-chloropyrazin-2-yl)oxy)phenyl)methanone 
• 1227065-25-9 [4-(3-chloro-pyrazin-2-yloxy)-phenyl]-(6-fluoro-1H-benzimidazol-2-yl)-methanone 
• 1227067-15-3 (1H-benzo[d]imidazol-2-yl)(4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)phenyl)methanone 
• 1227065-29-3 (1H-benzo[d]imidazol-2-yl)(4-(3-(4-(2-hydroxypropan-2-yl)-piperidin-1-yl)pyrazin-2-yloxy)phenyl)methanone 
• 1227065-38-4 1-(4-(3-(4-(1H-benzo[d]imidazole-2-carbonyl)phenoxy)pyrazin-2-yl)piperazin-1-yl)ethanone 
• 1227065-54-4 4-(3-(4-(1H-benzo[d]imidazole-2-carbonyl)phenoxy)pyrazin-2-yl)-1-methylpiperazin-2-one 
• 1227065-30-6 (1H-benzo[d]imidazol-2-yl)(4-(3-(4-hydroxypiperidin-1-yl)-pyrazin-2-yloxy)phenyl)methanone 
• 1227065-32-8 (1H-benzo[d]imidazol-2-yl)(4-(3-(4-methoxypiperidin-1-yl)pyrazin-2-yloxy)phenyl)methanone 
• 1227065-37-3 (1H-benzo[d]imidazol-2-yl)(4-(3-(4-methylpiperazin-1-yl)pyrazin-2-yloxy)phenyl)methanone 
• 1227065-44-2 (4-(3-(1,4-oxazepan-4-yl)pyrazin-2-yloxy)phenyl)(1H-benzo[d]imidazol-2-yl)methanone 
• 1227065-34-0 (1H-benzo[d]imidazol-2-yl)(4-(3-(piperidin-1-yl)pyrazin-2-yloxy)phenyl)methanone 
• 1227065-26-0 (1-methyl-1H-benzo[d]imidazol-2-yl)(4-(3-morpholinopyrazin-2-yloxy)phenyl)methanone 
• 1227065-22-6 (1H-benzo[d]imidazol-2-yl)(4-(3-morpholinopyrazin-2-yloxy)phenyl)methanone 

Relevant articles and documents

Design, optimization, and biological evaluation of novel keto-benzimidazoles as potent and selective inhibitors of phosphodiesterase 10A (PDE10A)

Our development of PDE10A inhibitors began with an HTS screening hit (1) that exhibited both high p-glycoprotein (P-gp) efflux ratios in rat and human and poor metabolic stability. On the basis of cocrystal structure of 1 in human PDE10A enzyme, we designed a novel keto-benzimidazole 26 with comparable PDE10A potency devoid of efflux liabilities. On target in vivo coverage of PDE10A in rat brain was assessed using our previously reported LC-MS/MS receptor occupancy (RO) technology. Compound 26 achieved 55% RO of PDE10A at 30 mg/kg po and covered PDE10A receptors in rat brain in a dose-dependent manner. Cocrystal structure of 26 in PDE10A confirmed the binding mode of the novel scaffold. Further optimization resulted in the identification of keto-benzimidazole 34, which showed an increased in vivo efficacy of 57% RO in rats at 10 mg/kg po and an improved in vivo rat clearance and oral bioavailability.

PYRAZINE COMPOUNDS AS PHOSPHODIESTERASE 10 INHIBITORS

Pyrazine compounds, and compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, and the like.