71198-74-8

Basic information

• Product Name: 5(4H)-Oxazolone, 4-[[4-(acetyloxy)phenyl]methylene]-2-phenyl-, (4Z)-
• CAS NO: 71198-74-8
• Molecular Formula: C18H13NO4
• Molecular Weight: 307.306
• Mol File: 71198-74-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 5(4H)-Oxazolone, 4-[[4-(acetyloxy)phenyl]methylene]-2-phenyl-, (4Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5(4H)-Oxazolone, 4-[[4-(acetyloxy)phenyl]methylene]-2-phenyl-, (4Z)-(71198-74-8)
• EPA Substance Registry System: 5(4H)-Oxazolone, 4-[[4-(acetyloxy)phenyl]methylene]-2-phenyl-, (4Z)-(71198-74-8)

Safety Data

• Hazardous Substances Data: 71198-74-8(Hazardous Substances Data)

Upstream product

• 495-69-2 Hippuric Acid 
• 127-09-3 sodium acetate 
• 123-08-0 4-hydroxy-benzaldehyde 
• 878-00-2 4-formylphenyl acetate 
• 1199-01-5 2-phenylazlactone 
• 108-24-7 acetic anhydride 
• 98-88-4 benzoyl chloride 

Downstream Products

• 77362-30-2 Acetic acid 4-((1S,2S,3R)-2-benzoyl-7-oxo-5-phenyl-6-oxa-4-aza-spiro[2.4]hept-4-en-1-yl)-phenyl ester 
• 77362-30-2 Acetic acid 4-((1R,2R,3R)-2-benzoyl-7-oxo-5-phenyl-6-oxa-4-aza-spiro[2.4]hept-4-en-1-yl)-phenyl ester 
• 1384247-45-3 4-(4-hydroxybenzylidene)-1-benzyl-2-phenylimidazol-5-one 
• 374922-51-7 N-benzyl-2-(benzamido)-3-(4-acetoxyphenyl)acrylamide 
• 150890-98-5 3-[(Z)-3-(4-Acetoxy-phenyl)-2-benzoylamino-acryloylamino]-propionic acid 
• 4000-69-5 4-(3-acetyl-4-hydroxy-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 15398-31-9 1c-(4-acetoxy-phenyl)-5-phenyl-(3rN)-6-oxa-4-aza-spiro[2.4]hept-4-en-7-one 
• 156-38-7 4-hydroxyphenylacetate 

Relevant articles and documents

Concise Modular Synthesis of Thalassotalic Acids A-C

The novel N-acyldehydrotyrosine analogues known as thalassotalic acids A-C were isolated from a marine bacterium by Deering et al. in 2016. These molecules were shown to have tyrosinase inhibition activity and thus are an attractive set of molecules for further study and optimization. To this end, a concise and modular synthesis has been devised and executed to produce thalassotalic acids A-C and two unnatural analogues. This synthesis has confirmed the identity and inhibitory data of thalassotalic acids A-C, more potent synthetic analogues (IC50 = 65 μM), and provides a route for further structure-activity relationship studies to optimize these molecules.

DUAL EMISSION FLUORESCENT COMPOUNDS

The invention relates to a dual emission fluorescent compound comprising a chromophore suitable for exhibiting an emission at a first wavelength from an excited state; wherein the compound further comprises one or more groups suitable for inducing a structural rearrangement in the molecule on formation of the excited state, wherein the structural rearrangement stabilises at least a second electromagnetic emission at a second wavelength, such that dual emission is observable at room temperature. Such dual emission allows for the super sensitive ratiometric quantification of analytes.

An efficient and concise method to synthesize locked GFP chromophore analogues

A series of GFP analogues, which are fluorescent in the solid state at room temperature, but weakly fluorescent in solution, have been synthesized via an oxazolone formation process that involves a condensation reaction in the presence of a Lewis acid following a Knoevenagel condensation. A ring opened intermediate is formed which cyclizes readily upon heating to produce the imidazolinone. This method is faster, simpler and produces higher yields than alternative methods. A few analogues represent locked GFP derivatives where the exocyclic single bond rotation has been stopped. Weak fluorescence, even after stopping single bond rotation, indicates that restriction of conformation is not effectively controlled and that the double bond rotation is solely responsible for the major non-radiative pathway.