1402599-14-7

Basic information

• Product Name: (2R)-2-(2-(2-((R)-amino(2-chlorophenyl)methyl)-1-benzothiophen-7-yl)-4-pyridinyl)-1,1,1-trifluoro-2-propanol
• Synonyms: (2R)-2-(2-(2-((R)-amino(2-chlorophenyl)methyl)-1-benzothiophen-7-yl)-4-pyridinyl)-1,1,1-trifluoro-2-propanol
• CAS NO: 1402599-14-7
• Molecular Weight: 462.923
• Mol File: 1402599-14-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R)-2-(2-(2-((R)-amino(2-chlorophenyl)methyl)-1-benzothiophen-7-yl)-4-pyridinyl)-1,1,1-trifluoro-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-(2-(2-((R)-amino(2-chlorophenyl)methyl)-1-benzothiophen-7-yl)-4-pyridinyl)-1,1,1-trifluoro-2-propanol(1402599-14-7)
• EPA Substance Registry System: (2R)-2-(2-(2-((R)-amino(2-chlorophenyl)methyl)-1-benzothiophen-7-yl)-4-pyridinyl)-1,1,1-trifluoro-2-propanol(1402599-14-7)

Safety Data

• Hazardous Substances Data: 1402599-14-7(Hazardous Substances Data)

Upstream product

• 799766-06-6 1-bromo-2-((2,2-dimethoxyethyl)sulfanyl)benzene 
• 6320-02-1 o-bromothiophenol 
• 1423-61-6 7-bromobenzo(b)thiophene 
• 1000160-74-6 2-(benzo[b]thiophen-7-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1402598-94-0 N-((S,1E)-(2-chlorophenyl)methylidene)-2-methyl-2-propanesulfinamide 
• 1402599-18-1 (S)-N-((R)-(2-chlorophenyl)(7-(4-((1R)-2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-benzothiophen-2-yl)methyl)-2-methyl-2-propanesulfinamide 
• 1402599-16-9 (2R)-2-(2-(1-benzothiophen-7-yl)-4-pyridinyl)-1,1,1-trifluoro-2-propanol 
• 23794-15-2 1-(2-chloropyridin-4-yl)ethan-1-one 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 1402598-84-8 N-((R)-(2-chlorophenyl)(7-(4-((1R)-2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-benzothiophen-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 

Relevant articles and documents

Discovery and Structure-Guided Optimization of Diarylmethanesulfonamide Disrupters of Glucokinase-Glucokinase Regulatory Protein (GK-GKRP) Binding: Strategic Use of a N → S (nN → σ? S-X) Interaction for Conformational Constraint

The HTS-based discovery and structure-guided optimization of a novel series of GKRP-selective GK-GKRP disrupters are revealed. Diarylmethanesulfonamide hit 6 (hGK-hGKRP IC50 = 1.2 μM) was optimized to lead compound 32 (AMG-0696; hGK-hGKRP IC50 = 0.0038 μM). A stabilizing interaction between a nitrogen atom lone pair and an aromatic sulfur system (nN → σ?S-X) in 32 was exploited to conformationally constrain a biaryl linkage and allow contact with key residues in GKRP. Lead compound 32 was shown to induce GK translocation from the nucleus to the cytoplasm in rats (IHC score = 0; 10 mg/kg po, 6 h) and blood glucose reduction in mice (POC = -45%; 100 mg/kg po, 3 h). X-ray analyses of 32 and several precursors bound to GKRP were also obtained. This novel disrupter of GK-GKRP binding enables further exploration of GKRP as a potential therapeutic target for type II diabetes and highlights the value of exploiting unconventional nonbonded interactions in drug design.

BENZODIOXEPINE AND BENZODIOXINE COMPOUNDS THAT INTERACT WITH GLUCOKINASE REGULATORY PROTEIN FOR THE TREATMENT OF DIABETES

The present invention relates to compounds of formula I or II, or pharmaceutically acceptable salts thereof, that interact with glucokinase regulatory protein. In addition, the present invention relates to methods of treating type 2 diabetes, and other diseases and/or conditions where glucokinase regulatory protein is involved using the compounds, or pharmaceutically acceptable salts thereof, and pharmaceutical compositions that contain the compounds, or pharmaceutically acceptable salts thereof.