52533-09-2

Basic information

• Product Name: 5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE
• Synonyms: 5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE
• CAS NO: 52533-09-2
• Molecular Formula: C₉H₇NO₃S
• Molecular Weight: 209.22
• Mol File: 52533-09-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 114 °C(Solv: isopropyl ether (108-20-3))
• Boiling Point: 311.4±44.0 °C(Predicted)
• Appearance: /
• Density: 1.40±0.1 g/cm3(Predicted)
• PKA: -2.05±0.20(Predicted)
• CAS DataBase Reference: 5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE(52533-09-2)
• EPA Substance Registry System: 5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE(52533-09-2)

Safety Data

• Hazardous Substances Data: 52533-09-2(Hazardous Substances Data)

Upstream product

• 3424-93-9 4-methoxyphenylacetamide 
• 52533-08-1 N-p-Methoxyphenyltrichlormethansulfenamid 
• 2757-23-5 chloro(chlorosulfanyl)methanone 

Downstream Products

• 52146-63-1 dispiro[tricyclo[3.3.1.1]decane-2,3''-(1,2,4)-trithiolane-5',2'-tricyclo[3.3.1.1]decane] 
• 133113-63-0 C₁₈H₂₁NOS₂ 
• 874-90-8 4-methoxybenzonitrile 
• 76162-55-5 ethyl 3-(p-methoxyphenyl)-1,2,4-thiadiazole-5-carboxylate 
• 1204424-56-5 C₂₁H₂₄ClNO₇S 
• 1204424-55-4 3-[4-chloro-3-(4-methoxyphenyl)isothiazol-5-yl]propionic acid 
• 1204424-61-2 Triethyl 2-[4-bromo-3-(4-methoxyphenyl)isothiazol-5-yl]ethanetricarboxylate 

Relevant articles and documents

Synthesis and biological evaluation of novel isothiazoloquinoline quinone analogues

Natural quinones and their analogues have attracted growing attention because of their novel anticancer activities. A series of novel isothiazoloquinoline quinone analogues were synthesized and evaluated for antitumor activities against four different kind of cancer cells. Among them, isothiazoloquinolinoquinones inhibited cancer cells proliferation effectively with IC50 values in the nanomolar range, and isothiazoloquinolinoquinone 13a induced the cell apoptosis. Further exploration of possible mechanism of action indicates that 13a not only activates ROS production through NQO1-directed redox cycling but also inhibits the phosphorylation of STAT3. These findings indicate that 13a has potential use for the development of new skeleton drug candidate as an efficient substrate of NQO1 and STAT3 inhibitor.

ANTIBACTERIAL AGENTS

Compounds of formula (IA) or (IB) have antibacterial activity: wherein W is =CH- or =N-; Ri and R2 are independently selected from hydrogen, fluoro and chloro, provided that Ri and R2 are not each hydrogen when W is =CH-; n is 0 or 1; X is -O-, -S-, or -C

Heteroarylnitrones as drugs for neurodegenerative diseases: Synthesis, neuroprotective properties, and free radical scavenger properties

New 1,2,4-thiadiazolylnitrones and furoxanylnitrones were developed and evaluated as neuroprotective agents on a human neuroblastoma (SH-SY5Y) cells model. They inhibited at low micromolar concentrations the oxidative damage and the death induced by exposure to hydrogen peroxide. These heteroarylnitrones showed excellent peroxyl free radical absorbance capacities, analyzed by oxygen radical absorbance capacity (ORAC) assay with fluorescein as the fluorescent probe, ranging from 1.5- to 16.5-fold the value of the reference nitrone, α-phenyl-N-tert-butylnitrone (PBN). The electron spin resonance spectroscopy (ESR) demonstrated the ability of these derivatives to directly trap and stabilize oxygen, carbon, and sulfur-centered free radicals. These results demonstrated the potential use of these heteroarylnitrones as neuroprotective agents in preventing the death of cells exposed to enhanced oxidative stress and damage.