34375-80-9

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

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

Downstream Products

• 454253-28-2 trifluoromethanesulfonic acid 4-phenyl-oxazol-2-yl ester 
• 330575-17-2 4-(4-phenyl-2-oxo-4-oxazolin-5-yl)-4-phenyl-2-butanone 
• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 99395-88-7 (S)-4-phenyl-2-oxazolidinone 
• 13626-76-1 3-methyl-4-phenyloxazol-2(3H)-one 
• 185137-29-5 (4S)-4-phenyl-1,3-thiazolidine-2-thione 
• 20989-17-7 (2S)-2-phenylglycinol 
• 153880-57-0 (S)-(-)-2-(4-phenyl-4,5-dihydro-1,3-oxazol-2-yl)pyridine 
• 471247-94-6 (4S)-4-phenyl-3-(2-propynyl)oxazolidin-2-one 
• 845885-63-4 (4S)-4-phenyl-3-(1,2-propadienyl)-2-oxazolidinone 
• 86217-38-1 4-phenyl-2-oxazolidinone 

Relevant academic research and scientific papers

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.

Spiro[indene-1,4′-oxa-zolidinones] Synthesis via Rh(III)-Catalyzed Coupling of 4-Phenyl-1,3-oxazol-2(3 H)-ones with Alkynes: A Redox-Neutral Approach

Transition-metal-catalyzed C-H activation synthesis of heterocyclic spiro[4,4]nonanes has persistently witnessed the use of additional stoichiometric transition-metal oxidant when employing C=C bond as the spiro ring closure site. Herein, we have addressed the issue by reporting a redox-neutral strategy for spiro[indene-1,4′-oxa-zolidinones] synthesis via Rh(III)-catalyzed coupling of 4-phenyl-1,3-oxazol-2(3H)-ones with alkynes. The synthesis features a broad substrate scope and high regiospecificity.

Tetrazolinone compound and application for same

Provided is a tetrazolinone compound given by formula (1) (wherein E represents a 5-membered aromatic hetero group, such as the pyrazolyl group, the thiazolyl group, or the imidazolyl group; R4 and R5 represent hydrogen atoms or the like; R6 represents a C1-12 alkyl group; R7, R8, and R9 represent hydrogen atoms or the like; R10 represents a C1-3 alkyl group, or a C1-3 haloalkyl group; Y represents an oxygen atom or the like; and Q represents an oxygen atom or the like), and having exceptional efficacy in controlling harmful organisms.

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.

PROCESS FOR THE PREPARATION OF OXAZOLE DERIVATIVES

A production method of a compound represented by the formula wherein R1 and R2 are each a hydrogen atom, an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, R3 is an electron-withdr