14733-68-7

Basic information

• Product Name: 5-(Trifluoromethyl)benzoxazol-2(3H)-one
• Synonyms: 5-(Trifluoromethyl)benzoxazol-2(3H)-one;2(3H)-Benzoxazolone,5-(trifluoromethyl)-
• CAS NO: 14733-68-7
• Molecular Formula: C₈H₄F₃NO₂
• Molecular Weight: 203.1181
• Mol File: 14733-68-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.497g/cm³
• Refractive Index: 1.49
• CAS DataBase Reference: 5-(Trifluoromethyl)benzoxazol-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Trifluoromethyl)benzoxazol-2(3H)-one(14733-68-7)
• EPA Substance Registry System: 5-(Trifluoromethyl)benzoxazol-2(3H)-one(14733-68-7)

Safety Data

• Hazardous Substances Data: 14733-68-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H4F3NO2/c9-8(10,11)4-1-2-6-5(3-4)12-7(13)14-6/h1-3H,(H,12,13)

Upstream product

• 75-44-5 phosgene 
• 454-81-9 2-amino-4-(trifluoromethyl)phenol 
• 400-99-7 2-nitro-4-trifluoromethylphenol 
• 34857-66-4 4-trifluoromethyl-phenyl chloroformate 
• 402-45-9 4-hydroxybenzotrifluoride 
• 530-62-1 1,1'-carbonyldiimidazole 
• 19420-46-3 (2-hydroxy-5-trifluoromethyl-phenyl)-thiourea 
• 20844-69-3 5-trifluoromethyl-benzooxazol-2-ylamine 

Downstream Products

• 19420-42-9 3-(N,N-Dimethyl-3-propylamin)-5-trifluormethyl-2-benzoxazolinon 

Relevant articles and documents

Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions

Herein, we report the development of a tailored cobalt catalyst system of Cp*Co(III)(LX) toward intramolecular C-H nitrene insertion of azidoformates to afford cyclic carbamates. The cobalt complexes were easy to prepare and bench-stable, thus offering a convenient reaction protocol. The catalytic reactivity was significantly improved by the electronic tuning of the bidentate LX ligands, and the observed regioselectivity was rationalized by the conformational analysis and DFT calculations of the transition states. The superior performance of the newly developed cobalt catalyst system could be broadly applied to both C(sp2)-H and C(sp3)-H carbamation reactions under mild conditions.

Benzoxazolone Carboxamides as Potent Acid Ceramidase Inhibitors: Synthesis and Structure-Activity Relationship (SAR) Studies

Ceramides are lipid-derived intracellular messengers involved in the control of senescence, inflammation, and apoptosis. The cysteine amidase, acid ceramidase (AC), hydrolyzes these substances into sphingosine and fatty acid and, by doing so, regulates their signaling activity. AC inhibitors may be useful in the treatment of pathological conditions, such as cancer, in which ceramide levels are abnormally reduced. Here, we present a systematic SAR investigation of the benzoxazolone carboxamides, a recently described class of AC inhibitors that display high potency and systemic activity in mice. We examined a diverse series of substitutions on both benzoxazolone ring and carboxamide side chain. Several modifications enhanced potency and stability, and one key compound with a balanced activity-stability profile (14) was found to inhibit AC activity in mouse lungs and cerebral cortex after systemic administration. The results expand our arsenal of AC inhibitors, thereby facilitating the use of these compounds as pharmacological tools and their potential development as drug leads.

3-substituted-2-benzoxazolinones.

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