192767-03-6

Basic information

• Product Name: Silane, [2-[[1-(4-bromophenyl)-2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]methoxy] ethyl]trimethyl-
• CAS NO: 192767-03-6
• Molecular Formula: C15H19BrF6O2Si
• Molecular Weight: 453.295
• Mol File: 192767-03-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Silane, [2-[[1-(4-bromophenyl)-2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]methoxy] ethyl]trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [2-[[1-(4-bromophenyl)-2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]methoxy] ethyl]trimethyl-(192767-03-6)
• EPA Substance Registry System: Silane, [2-[[1-(4-bromophenyl)-2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]methoxy] ethyl]trimethyl-(192767-03-6)

Safety Data

• Hazardous Substances Data: 192767-03-6(Hazardous Substances Data)

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 2402-72-4 2-(4-bromophenyl)-1,1,1,3,3,3-hexafluoro-2-propanol 
• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 

Downstream Products

• 192767-15-0 4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-pyridine 
• 192767-01-4 L 791943 
• 192767-00-3 2-{4-[1-(3,4-bis-difluoromethoxy-phenyl)-2-pyridin-4-yl-ethyl]-phenyl}-1,1,1,3,3,3-hexafluoro-propan-2-ol 
• 604806-52-2 4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-3-triisopropylsilanyloxymethyl-pyridine 1-oxide 
• 524775-30-2 4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-3-triisopropylsilanyloxymethyl-pyridine 
• 499120-83-1 3,5-dichloro-4-(2-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-pyridine 
• 192767-16-1 4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-3,5-dichloro-pyridine 
• 499120-82-0 3,5-dichloro-4-(2-(3-cyclopentyloxy-4-methoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-pyridine 
• 524775-16-4 4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-3,5-dimethyl-pyridine 
• 604806-82-8 1-[4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-pyridin-3-yl]-ethanol 
• 604806-63-5 [4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-pyridin-3-yl]-methanol 
• 524774-90-1 4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-3-ethyl-pyridine 
• 604806-79-3 4-(2-(3,4-bis-difluoromethoxy-phenyl)-2-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-phenyl}-ethyl)-pyridine-3-carbaldehyde 

Relevant articles and documents

Improving metabolic stability of phosphodiesterase-4 inhibitors containing a substituted catechol: Prevention of reactive intermediate formation and covalent binding

A detailed study directed towards metabolic stability optimization of the alkoxy substituents on the catechol moiety of CDP-840 is reported. Replacement of the methoxy and cyclopentyloxy substituents by cyclobutyloxy and/or difluromethoxy groups resulted in the discovery of potent and selective PDE4 inhibitors where the formation of reactive metabolites that could covalently bind to microsomal protein was significantly reduced or eliminated.

Discovery of L-791,943: a potent, selective, non emetic and orally active phosphodiesterase-4 inhibitor.

Structure-activity relationship studies directed toward improving the potency and metabolic stability of CDP-840 (3) resulted in the discovery of L-791,943 (11n) as a potent (HWB TNF-alpha = 0.67 microM) and orally active phosphodiesterase type 4 (PDE4) inhibitor. This compound, which bears a stable bis-difluoromethoxy catechol and a pendant hexafluorocarbinol, exhibited a long half-life in rat and in squirrel monkey. It is well tolerated in ferret with an emetic threshold greater than 30 mg/kg (po) and was found to be active in the ovalbumin-induced bronchoconstriction model in guinea pig and in the ascaris-induced bronchoconstriction models in sheep and squirrel monkey.