1383740-01-9

Basic information

• Product Name: (Z)-N-hydroxy-2-(trifluoromethoxy)benzimidoyl chloride
• Synonyms: (Z)-N-hydroxy-2-(trifluoromethoxy)benzimidoyl chloride
• CAS NO: 1383740-01-9
• Molecular Weight: 239.581
• Mol File: 1383740-01-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (Z)-N-hydroxy-2-(trifluoromethoxy)benzimidoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-N-hydroxy-2-(trifluoromethoxy)benzimidoyl chloride(1383740-01-9)
• EPA Substance Registry System: (Z)-N-hydroxy-2-(trifluoromethoxy)benzimidoyl chloride(1383740-01-9)

Safety Data

• Hazardous Substances Data: 1383740-01-9(Hazardous Substances Data)

Upstream product

• 94651-33-9 2-(trifluoromethoxy)benzaldehyde 
• 1383740-00-8 (E)-2-(trifluoromethoxy)benzaldehyde oxime 

Downstream Products

• 1103500-32-8 methyl 5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazole-4-carboxylate 
• 1097776-52-7 methyl 5-(1-methylethyl)-3-{2-[(trifluoromethyl)oxy]phenyl}-4-isoxazolecarboxylate 
• 1383739-48-7 ethyl 2-(4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylate 
• 1383743-67-6 4-(3-(4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)-1,2,4-oxadiazol-5-yl)benzoic acid 
• 1383743-66-5 methyl 4-(3-(4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)-1,2,4-oxadiazol-5-yl)benzoate 
• 1383783-24-1 methyl 4-((((amino(4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)methylene)amino)oxy)carbonyl)benzoate 
• 1383783-23-0 (E)-4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-N'-hydroxypiperidine-1-carboximidamide 
• 1383743-96-1 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carbonitrile 
• 1383740-03-1 5-cyclopropyl-4-((piperidin-4-yloxy)methyl)-3-(2-(trifluoromethoxy)phenyl)isoxazole 
• 1383740-02-0 tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate 
• 1383817-89-7 6-(3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]isothiazole-3-carboxylic acid 
• 1383824-64-3 methyl 6-(3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]isothiazole-3-carboxylate 
• 1383817-71-7 4-(3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)-3-fluorobenzoic acid 
• 1383817-70-6 methyl 4-(3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)-3-fluorobenzoate 

Relevant articles and documents

Discovery of novel ketoxime ether derivatives with potent FXR agonistic activity, oral effectiveness and high liver/blood ratio

The farnesoid X receptor (FXR) is a promising therapeutic target for nonalcoholic steatohepatitis (NASH) and other bile acid related diseases because it plays a critical role in fibrosis, inflammation and bile acid homeostasis. Obeticholic acid (OCA), a FXR agonist which was synthesized from chenodeoxycholic acid, showed desirable curative effects in clinical trials. However, the pruritus which was the main side effect of OCA limited its further applications in NASH. Although pruritus was also observed in the clinical trials of non-steroidal FXR agonists, the proportion of patients with pruritus was much smaller than that of OCA. Thus, we decided to develop non-steroidal FXR agonists and discovered a series of novel FXR agonists which were synthesized from GW4064 by replacing the stilbene group with ketoxime ether. Encouragingly, in the following biological tests, our target compounds 13j and 13z not only showed potent FXR agonistic activities in vitro, but also effectively promoted the expression of target genes in vivo. More importantly, in the pharmacokinetic experiments, compounds 13j and 13z displayed high liver/blood ratio characteristics which were helpful to reduce the potential side effects which were caused by prolonged systemic activation of FXR. In summary, our compounds were good choices for the development of non-steroidal FXR agonists and were deserved further investigation.

FARNESOID X RECEPTOR MODULATING COMPOUNDS AND METHODS OF USING THE SAME

Provided are compounds that can act as a modulator of a farnesoid X receptor (FXR) and that can be useful in the treatment of diseases and/or disorders associated with the FXR. Compositions including such compounds are also provided along with methods for preparing compounds of the present invention and their use.

ISOXAZOLE DERIVATIVE, PREPARATION METHOD THEREFOR, AND USE THEREOF

The present invention generally relates to an isoxazole derivative, a preparation therefor, and a use thereof. In particular, the present invention provides a farnesoid X receptor (FXR) agonist compound, and a stereoisomer, a tautomer, a polymorph, a solvate (e.g., a hydrate), a pharmaceutically acceptable salt, an ester, a metabolite, and an N-oxide, and the chemically protected forms and prodrugs thereof. The present invention further provides a preparation method for the compound, an intermediate thereof, and a pharmaceutical composition and kit containing the same and used thereof for treating FXR-mediated diseases or conditions.