54903-21-8

Basic information

• Product Name: 6-[(2E)-3-phenylprop-2-enoyl]-1,3-benzoxazol-2(3H)-one
• Synonyms: 2(3H)-benzoxazolone, 6-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-
• CAS NO: 54903-21-8
• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 265.2634
• Mol File: 54903-21-8.mol
• Article Data: 5

Chemical Properties

• Density: 1.309g/cm³
• Refractive Index: 1.664
• CAS DataBase Reference: 6-[(2E)-3-phenylprop-2-enoyl]-1,3-benzoxazol-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-[(2E)-3-phenylprop-2-enoyl]-1,3-benzoxazol-2(3H)-one(54903-21-8)
• EPA Substance Registry System: 6-[(2E)-3-phenylprop-2-enoyl]-1,3-benzoxazol-2(3H)-one(54903-21-8)

Safety Data

• Hazardous Substances Data: 54903-21-8(Hazardous Substances Data)

Upstream product

• 54903-09-2 6-acetyl-3H-benzooxazol-2-one 
• 100-52-7 benzaldehyde 
• 95-55-6 2-amino-phenol 
• 59-49-4 2-Benzoxazolinone 

Downstream Products

• 151080-43-2 2-oxo-5-phenylcyclopenta-2,3-dihydro<1,3>benzoxazole 
• 140384-37-8 2,7-dioxo-5-phenylcyclopenta-2,3-dihydro<1,3>benzoxazole 
• 54903-31-0 6-(3-phenyl-propionyl)-3H-benzooxazol-2-one 

Relevant articles and documents

A Ratiometric Acoustogenic Probe for in Vivo Imaging of Endogenous Nitric Oxide

Photoacoustic (PA) imaging is an emerging imaging modality that utilizes optical excitation and acoustic detection to enable high resolution at centimeter depths. The development of activatable PA probes can expand the utility of this technology to allow for detection of specific stimuli within live-animal models. Herein, we report the design, development, and evaluation of a series of Acoustogenic Probe(s) for Nitric Oxide (APNO) for the ratiometric, analyte-specific detection of nitric oxide (NO) in vivo. The best probe in the series, APNO-5, rapidly responds to NO to form an N-nitroso product with a concomitant 91 nm hypsochromic shift. This property enables ratiometric PA imaging upon selective irradiation of APNO-5 and the corresponding product, tAPNO-5. Moreover, APNO-5 displays the requisite photophysical characteristics for in vivo PA imaging (e.g., high absorptivity, low quantum yield) as well as high biocompatibility, stability, and selectivity for NO over a variety of biologically relevant analytes. APNO-5 was successfully applied to the detection of endogenous NO in a murine lipopolysaccharide-induced inflammation model. Our studies show a 1.9-fold increase in PA signal at 680 nm and a 1.3-fold ratiometric turn-on relative to a saline control.

Synthesis of 1,11-dihydro-2H-[1,3]oxazolo[4′,5′:5,6]indeno[1,2- b]quinolin-2-ones with potential topoisomerase I inhibitory activity

A series of 1,11-dihydro-2,11-[1,3]oxazolo[4′,5′:5,6]indeno[1, 2-b]quinolin-2-ones were prepared by means of Friedlaender condensations. The starting materials for the preparations were commercial substituted-2- aminoacetophenones and various 5,6-dihydro-2H-indeno[5,6-d][l,3]oxazole-2,7(3H)- diones that were synthesized from 2(3H)-benzoxazolones or their N-methyl analogues. Thieme Verlag Stuttgart.

6 Acylbenzoxazolinone derivatives. II. Preparation of some transformation products

Some transformation products of acylbenzoxazolinones (aminophenols, alcohols, and chalcone derivatives) are described. Preliminary pharmacodynamic study showed analgesic activity.