54903-12-7

Basic information

• Product Name: 6-benzoylbenzoxazol-2(3H)-one
• Synonyms: 6-benzoylbenzoxazol-2(3H)-one;6-benzoyl benzoxazolinone
• CAS NO: 54903-12-7
• Molecular Formula: C₁₄H₉NO₃
• Molecular Weight: 239.22616
• EINECS: 259-388-7
• Mol File: 54903-12-7.mol
• Article Data: 25

Chemical Properties

• Melting Point: 168-170 °C(Solv: ethanol (64-17-5))
• Appearance: /
• Density: 1.327g/cm³
• Refractive Index: 1.629
• PKA: 8.77±0.70(Predicted)
• CAS DataBase Reference: 6-benzoylbenzoxazol-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-benzoylbenzoxazol-2(3H)-one(54903-12-7)
• EPA Substance Registry System: 6-benzoylbenzoxazol-2(3H)-one(54903-12-7)

Safety Data

• Hazardous Substances Data: 54903-12-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H9NO3/c16-13(9-4-2-1-3-5-9)10-6-7-11-12(8-10)18-14(17)15-11/h1-8H,(H,15,17)

Upstream product

• 13787-59-2 3-benzoyl-2(3H)-benzoxazolone 
• 59-49-4 2-Benzoxazolinone 
• 98-88-4 benzoyl chloride 
• 93-97-0 benzoic acid anhydride 
• 65-85-0 benzoic acid 
• 153756-94-6 4-acetamidophenyl N-(4-benzoyl-2-hydroxyphenyl)carbamate 
• 618-32-6 Benzoyl bromide 
• 455-32-3 benzoyl fluoride 

Downstream Products

• 54903-19-4 6-(hydroxy-phenyl-methyl)-3H-benzooxazol-2-one 
• 139101-53-4 6-Benzoyl-3-(2-pyridin-2-yl-ethyl)-3H-benzooxazol-2-one 
• 139101-54-5 6-Benzoyl-3-(2-pyridin-4-yl-ethyl)-3H-benzooxazol-2-one 
• 76752-01-7 3-(6-benzoyl-2-benzoxazolinon-3-yl)propanoic acid 
• 31684-63-6 4-amino-3-hydroxybenzophenone 
• 104837-20-9 6-Benzoyl-3-(4-phenyl-piperidin-1-ylmethyl)-3H-benzooxazol-2-one 
• 104837-19-6 6-Benzoyl-3-(4-hydroxy-4-phenyl-piperidin-1-ylmethyl)-3H-benzooxazol-2-one 
• 128029-49-2 6-Benzoyl-3-[2-(4-nitro-phenyl)-2-oxo-ethyl]-3H-benzooxazol-2-one 
• 76751-96-7 (6-benzoyl-2-benzoxazolinon-3-yl)acetic acid 
• 128012-79-3 6-Benzoyl-3-(2-oxo-2-phenyl-ethyl)-3H-benzooxazol-2-one 
• 128012-80-6 6-Benzoyl-3-[2-(4-chloro-phenyl)-2-oxo-ethyl]-3H-benzooxazol-2-one 
• 128029-48-1 6-Benzoyl-3-[2-(4-bromo-phenyl)-2-oxo-ethyl]-3H-benzooxazol-2-one 
• 81513-92-0 6-Benzoyl-3-[4-(3-trifluoromethyl-phenyl)-piperazin-1-ylmethyl]-3H-benzooxazol-2-one 
• 76752-06-2 2-(6-Benzoyl-2-oxo-benzooxazol-3-yl)-propionic acid ethyl ester 

Relevant articles and documents

FeCl3-DMF complex as efficient catalyst for the synthesis of 6-acyl-2(3H)-benzoxazolones and 6-acyl-2(3H)-benzothiazolones

FeCl3-DMF complex has been tested on Friedel-Crafts reaction of 2(3H)-benzoxazolone and 2(3H)-benzothiazolone with acid chlorides and anhydrides as acylating agents. In these conditions, the 6-acyl-2(3H)-benzoxazolones and 6-acyl-2(3H)-benzothiazolones were obtained in yields ranging from 52 to 89%. Among the various commonly catalysts; AlCl3-DMF, ZnCl2-DMF and PPA, explored in this study, the best conditions using FeCl3-DMF were found the most convenient one

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.

Aromatase inhibitor compounds and uses thereof

The invention concerns the use of a compound of formula (I) inhibitor of aromatase for the preparation of a pharmaceutical formulation intended for treatment of cancer or psoriasis. It equally relates to compounds of formula (I), notably for their use as active ingredients of a medication.