54903-21-8

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Carboline- and phenothiazine-derivated heterocycles as potent SIGMA-1 protein ligands

Sigma 1 receptors are associated with neurodegenerative and psychiatric disorders. These receptors, via their chaperoning functions that counteract endoplasmic reticulum stress and block neurodegeneration, may serve as a target for a new generation of antidepressants or neuroprotective agents. The involvement of these receptors has also been observed in neuropathic pain and cancer. Only a few ligands, such as Igmesine and Anavex 2-73, have been involved in clinical trials. Thus the development of sigma 1 ligands is of interest to a new generation of drugs. Previous work in our lab underlined the potency of benzannulated bicyclic compounds as interesting ligands. Herein the work was extended to a series of novel tricyclic compounds. Carboline- and phenothiazine-derivated compounds were designed and synthesized. In vitro competition binding assays for sigma 1 and 2 receptors showed that most of them have high affinity for sigma 1 receptor (Ki = 2.5-18 nM), and selectivity toward sigma 2 receptor, without cytotoxic effects on SY5Y cells.

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.

SYNTHESIS OF INDANYL ANALOGS OF 3--2-OXO-2,3-DIHYDROBENZOXAZOLES

Orginal indanyl analogs of 3--dihydro-2-oxobenzoxazoles were synthesized from 6-acyl-2-oxo-2,3-dihydrobenzoxazoles.

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.