23779-14-8

Basic information

• Product Name: phenyl [4-(trifluoromethyl)phenyl]carbamate
• CAS NO: 23779-14-8
• Molecular Formula: C₁₄H₁₀F₃NO₂
• Molecular Weight: 281.2299
• Mol File: 23779-14-8.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 322.414°C at 760 mmHg
• Flash Point: 148.791°C
• Density: 1.353g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: phenyl [4-(trifluoromethyl)phenyl]carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl [4-(trifluoromethyl)phenyl]carbamate(23779-14-8)
• EPA Substance Registry System: phenyl [4-(trifluoromethyl)phenyl]carbamate(23779-14-8)

Safety Data

• Hazardous Substances Data: 23779-14-8(Hazardous Substances Data)

Upstream product

• 4930-03-4 phenyl N-phenylcarbamate 
• 2926-29-6 Langlois reagent 
• 455-14-1 4-trifluoromethylphenylamine 
• 1885-14-9 phenyl chloroformate 
• 1548-13-6 p-trifluoromethyl-phenylisocyanate 
• 108-95-2 phenol 

Downstream Products

• 1245737-77-2 8-chloro-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1305743-36-5 C₁₀H₁₁F₃N₂O₂ 
• 1596368-65-8 (E)-1-{[(7-dimethylamino)-2-oxo-2H-chromen-3-yl]methylidene}-4-(4-trifluoromethylphenyl)semicarbazone 
• 1245737-91-0 8-chloro-6-fluoro-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1245737-81-8 8-bromo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1245738-05-9 (±)-8-bromo-4-hydroxy-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1245738-60-6 8-bromo-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1245738-02-6 (±)-8-chloro-4-hydroxy-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1245738-01-5 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1245738-06-0 (±)-8-fluoro-4-hydroxy-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 
• 1245738-61-7 8-fluoro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 

Relevant articles and documents

Photoredox-Catalyst-Enabled para-Selective Trifluoromethylation of tert-Butyl Arylcarbamates

The direct incorporation of a trifluoromethyl group on an aromatic ring using a radical pathway has been extensively investigated. However, the direct highly para-selective C?H trifluoromethylation of a class of arenes has not been achieved. In this study, we report a light-promoted 4,5-dichlorofluorescein (DCFS)-enabled para-selective C?H trifluoromethylation of arylcarbamates using Langlois reagent. The preliminary mechanistic study revealed that the activated organic photocatalyst coordinated with the arylcarbamate led to para-selective C?H trifluoromethylation. Ten-gram scale reaction performs well highlighting the synthetic importance of this new protocol.

Ligand-based optimization to identify novel 2-aminobenzo[d]thiazole derivatives as potent sEH inhibitors with anti-inflammatory effects

Inhibition of the soluble epoxide hydrolase (sEH) is a promising new therapeutic approach in the treatment of inflammation. Driven by the in-house database product lead 1, a hybridization strategy was utilized for the design of a series of novel benzo [d]thiazol derivatives. To our delight, D016, a byproduct of compound 9, was obtained with an extraordinarily low IC50 value of 0.1 nM but poor physical and chemical properties. After removal of a non-essential urea moiety or replacement of the urea group by an amide group, compounds 15a, 17p, and 18d were identified as promising sEH inhibitors, and their molecular binding modes to sEH were constructed. Furthermore, compounds 15a and 18d exhibited more effective in vivo anti-inflammatory effect than t-AUCB in carrageenan-induced mouse paw edema. Compound 15a also showed moderate metabolic stability with a half-time of 34.7 min. Although 18d was unstable in rat liver microsomes, it might be a “prodrug”. In conclusion, this study could provide valuable insights into discovery of new sEH inhibitors, and compounds 15a and 18d were worthy of further development as potential drug candidates to treat inflammation.

Synthesis and biological potentials of 5-aryl-n-[4-(Trifluoromethyl) phenyl]-1,3,4-oxadiazol-2-amines

Oxadiazoles are an important class of heterocyclic compounds, having broad-spectrum activity. They were also reported as anticancer, and antioxidant agents, hence it is of significant importance to explore new oxadiazoles. A series of eleven (5-aryl-N-[4-