34375-80-9

Basic information

• Product Name: 4-Phenyl-4-oxazolin-2-one
• Synonyms: 4-Phenyl-4-oxazolin-2-one;4-Phenyl-oxazol-2-ol
• CAS NO: 34375-80-9
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.16
• Mol File: 34375-80-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.261g/cm³
• Refractive Index: 1.587
• CAS DataBase Reference: 4-Phenyl-4-oxazolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenyl-4-oxazolin-2-one(34375-80-9)
• EPA Substance Registry System: 4-Phenyl-4-oxazolin-2-one(34375-80-9)

Safety Data

• Hazardous Substances Data: 34375-80-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H7NO2/c11-9-10-8(6-12-9)7-4-2-1-3-5-7/h1-6H,(H,10,11)

Upstream product

• 98-86-2 acetophenone 
• 590-28-3 potassium cyanate 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 75-44-5 phosgene 
• 38789-29-6 2-phenyl-oxiranyl isocyanate 

Downstream Products

• 330575-17-2 4-(4-phenyl-2-oxo-4-oxazolin-5-yl)-4-phenyl-2-butanone 
• 1078715-72-6 4-phenyl-5-phenylazo-3-oxazolin-2-one 
• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 99395-88-7 (S)-4-phenyl-2-oxazolidinone 
• 845885-63-4 (4S)-4-phenyl-3-(1,2-propadienyl)-2-oxazolidinone 
• 471247-94-6 (4S)-4-phenyl-3-(2-propynyl)oxazolidin-2-one 
• 153880-57-0 (S)-(-)-2-(4-phenyl-4,5-dihydro-1,3-oxazol-2-yl)pyridine 
• 20989-17-7 (2S)-2-phenylglycinol 
• 185137-29-5 (4S)-4-phenyl-1,3-thiazolidine-2-thione 
• 13626-76-1 3-methyl-4-phenyloxazol-2(3H)-one 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of a Series of Oxazolone Carboxamides as a Novel Class of Acid Ceramidase Inhibitors

Acid ceramidase (AC) is a cysteine hydrolase that plays a crucial role in the metabolism of lysosomal ceramides, important members of the sphingolipid family, a diversified class of bioactive molecules that mediate many biological processes ranging from cell structural integrity, signaling, and cell proliferation to cell death. In the effort to expand the structural diversity of the existing collection of AC inhibitors, a novel class of substituted oxazol-2-one-3-carboxamides were designed and synthesized. Herein, we present the chemical optimization of our initial hits, 2-oxo-4-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 8a and 2-oxo-5-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 12a, which resulted in the identification of 5-[4-fluoro-2-(1-methyl-4-piperidyl)phenyl]-2-oxo-N-pentyl-oxazole-3-carboxamide 32b as a potent AC inhibitor with optimal physicochemical and metabolic properties, showing target engagement in human neuroblastoma SH-SY5Y cells and a desirable pharmacokinetic profile in mice, following intravenous and oral administration. 32b enriches the arsenal of promising lead compounds that may therefore act as useful pharmacological tools for investigating the potential therapeutic effects of AC inhibition in relevant sphingolipid-mediated disorders.

New synthetic strategy for chiral 2-oxazolidinones derivatives via rhodium-catalyzed asymmetric hydrogenation

Asymmetric hydrogenation of 4-substituted cyclic enamido esters catalyzed by a rhodium-TangPhos complex provides an efficient method for the synthesis of chiral 4-substituted oxazolinones with excellent yields and good enantioselectivities. The products are valuable chiral building blocks and the applications as chiral auxiliaries and pharmaceuticals are well-known.

Sonogashira coupling of functionalized trifloyl oxazoles and thiazoles with terminal alkynes: Synthesis of disubstituted heterocycles

(Matrix presented) This paper describes Sonogashira cross-coupling of functionalized 2-, 4-, and 5-trifloyl oxazoles and thiazoles with terminal alkynes. This methodology has been extended to 2,4-ditrifloylthiazoles, which results in regioselective cross-coupling at the C2-position of the thiazole. The resulting 2-alkynyl-4-trifloylthiazoles are effective electrophiles in a second palladium(0)-mediated cross-coupling reaction.