143417-47-4

Basic information

• Product Name: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethylene)-, (4E)-
• Synonyms: 2-methyl-5-benzylidene-5-oxazolone;4-benzylidene-2-methyloxazolidin-5-one;4-benzylidene-2-methyl-5-oxazolone;4-benzylidene-2-methyl-4H-oxazol-5-one;2-methyl-4-benzylidene-1,3-oxazolin-5-one;2-methyl-4-benzylidene-5-oxazolone
• CAS NO: 143417-47-4
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Mol File: 143417-47-4.mol

Chemical Properties

• CAS DataBase Reference: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethylene)-, (4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethylene)-, (4E)-(143417-47-4)
• EPA Substance Registry System: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethylene)-, (4E)-(143417-47-4)

Safety Data

• Hazardous Substances Data: 143417-47-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 38879-46-8 (Z)-4-benzylidene-2-methyl-5(4H)-oxazolone 
• 543-24-8 N-acetylglycine 

Downstream Products

• 86134-12-5 3-(4-Hydroxy-phenyl)-2-methyl-5-[1-phenyl-meth-(E)-ylidene]-3,5-dihydro-imidazol-4-one 
• 38879-46-8 (Z)-4-benzylidene-2-methyl-5(4H)-oxazolone 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 5801-57-0 α-hydroxycinnamic acid 
• 2901-75-9 (R,S)-N-acetyl phenylalanine 
• 136809-85-3 2-Methyl-3-[2-(4-methyl-piperazin-1-yl)-2-oxo-ethoxy]-5-[1-phenyl-meth-(E)-ylidene]-3,5-dihydro-imidazol-4-one 
• 136809-84-2 {2-Methyl-5-oxo-4-[1-phenyl-meth-(E)-ylidene]-4,5-dihydro-imidazol-1-yloxy}-acetic acid ethyl ester 
• 136809-86-4 {2-Methyl-5-oxo-4-[1-phenyl-meth-(E)-ylidene]-4,5-dihydro-imidazol-1-yloxy}-acetic acid 
• 136809-83-1 3-Isopropoxy-2-methyl-5-[1-phenyl-meth-(E)-ylidene]-3,5-dihydro-imidazol-4-one 
• 136809-82-0 1-ethoxy-4-benzylidene-2-methylimidazolidin-5-one 
• 84255-95-8 Ac-ΔPhe-L-Leu-ΔVal-OEt 
• 93509-89-8 Ac-ΔPhe-L-Phe-ΔVal-OEt 

Relevant articles and documents

Benzylidene-oxazolones as molecular photoswitches

The synthesis and photochemical study of a family of molecular switches inspired by the green fluorescent protein (GFP) chromophore is presented. These compounds can be easily synthesized, and their photophysical properties may be tuned. Due to their effi

Carbonic Anhydrase XII Inhibitors Overcome Temozolomide Resistance in Glioblastoma

The natural product primary sulfonamide, psammaplin C (1), when used in combination with clinically used chemotherapeutic drugs, including temozolomide, reverses multidrug resistance and increases survival in glioblastoma, a highly aggressive primary brain tumor. We showed previously that the mechanism of action of 1 is novel, acting to indirectly interfere with P-glycoprotein drug efflux activity as a consequence of carbonic anhydrase XII (CA XII) inhibition. To build structure-activity relationships, 45 derivatives of 1 were designed, synthesized, and evaluated against a panel of CA isoforms. Compound 55 was identified as a potent inhibitor of CA XII (Ki = 0.56 nM) and was investigated in vitro and in vivo using samples from glioblastoma patients. The results strengthen the possibility that co-therapy of temozolomide with a CA XII inhibitor may more effectively treat glioblastoma by suppressing an important temozolomide resistance mechanism.

CARBONIC ANHYDRASE INHIBITORS

Compounds are provided which are inhibitors of the CAXII enzyme. Due to the interaction between CAXII and Pgp, such compounds may be useful in lowering the chemoresistance of a cancer allowing for co-administration with existing anti-cancer agents.

Benzylidene-oxazolones as photoswitches: Photochemistry and theoretical calculations

The photophysics and photochemistry of a family of compounds proposed as efficient molecular photoswitches is presented. The effect of different light sources, substituents and solvents in the photostationary state has been explored. A detailed mechanisti

Reaction of 4-Benzylidene-2-methyl-5-oxazolone with Amines, Part 2: Influence of substituents in para-position in the phenyl ring and a substituent on Amine Nitrogen Atom on the reaction kinetics

An influence of a structure of the amine (benzylamine, N-methyl-benzylamine, N-isopropyl-benzylamine, N-methyl-butylamine, N-ethyl-butylamine, sec-butylamine, and tert-butylamine) on a rate constant of the ring-opening reaction of 4-benzylidence-2-methyl-