17452-74-3

Usage

Uses

Used in Pharmaceutical Synthesis:
5-methyl-1,3,4-oxathiazol-2-one is used as a key intermediate in the synthesis of pharmaceutical products due to its unique structural features and reactivity. Its presence in the molecular framework can contribute to the development of new drugs with improved therapeutic effects.
Used in Agrochemical Production:
In the agrochemical industry, 5-methyl-1,3,4-oxathiazol-2-one is employed as a building block for the creation of novel agrochemicals. Its incorporation into these compounds can enhance their efficacy in pest control and crop protection, contributing to more sustainable agricultural practices.
Used in Organic Synthesis:
5-methyl-1,3,4-oxathiazol-2-one is utilized as a versatile building block in organic synthesis for the preparation of a variety of functionalized molecules. Its unique heteroaromatic structure allows for the development of compounds with diverse applications in materials science, chemical research, and specialty chemicals.
Used in Biological Activity Research:
5-methyl-1,3,4-oxathiazol-2-one has been studied for its potential biological activities, which may include antimicrobial, anti-inflammatory, or other pharmacological properties. Its exploration in this area could lead to the discovery of new bioactive compounds with significant applications in medicine and healthcare.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-methyl-1,3,4-oxathiazol-2-one is employed as a structural motif in the design and synthesis of new drug candidates. Its presence in molecular scaffolds can influence the pharmacokinetic and pharmacodynamic properties of these compounds, potentially leading to more effective treatments for various diseases and conditions.

InChI:InChI=1/C3H3NO2S/c1-2-4-7-3(5)6-2/h1H3

Upstream product

• 60-35-5 acetamide 
• 2757-23-5 chloro(chlorosulfanyl)methanone 

Downstream Products

• 50483-77-7 3-Methyl-5-phenyl-1,2,4-thiadiazole 
• 49570-33-4 4,5-Bis(carbomethoxy)-3-methyl-1,2-thiazole 
• 117053-94-8 3-Methyl-5,5-diphenyl-[1,4,2]dithiazole 
• 119-61-9 benzophenone 
• 75-05-8 acetonitrile 
• 76162-56-6 ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate 
• 126472-35-3 3-Phenyl-[1,2]thiaphosphole-4,5-dicarboxylic acid dimethyl ester 
• 120587-95-3 3,5-Diphenyl-[1,2,4]thiadiphosphole 

Relevant academic research and scientific papers

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.

ISOTHIAZOLE-PYRIDINE DERIVATIVES AS MODULATORS OF HIF (HYPOXIA INDUCIBLE FACTOR) ACTIVITY

The present invention relates to novel compounds according to Formula I or II, methods, and compositions capable of decreasing HIF hydroxylase enzyme activity, thereby increasing the stability and/or activity of hypoxia inducible factor (HIF). Formula (I) or (II).

Structure and stability of small nitrile sulfides and their attempted generation from 1,2,5-thiadiazoles

The gas-phase generation and spectroscopic identification of nitrile sulfides by thermolysis of 1,2,5-thiadiazole precursors was attempted, but in all cases the thiadiazoles were found to produce sulfur and the corresponding nitrile. This prompted an investigation by ab initio and density functional calculations for the equilibrium geometries, stabilities, and decomposition mechanisms of several nitrile sulfides (XCNS, where X = H, F, Cl, CN, CH3). Equilibrium geometries obtained from calculations at the B3LYP, MPn(n = 2-4), QCISD, QCISD(T), CCSD, and CCSD(T) levels with moderate to large basis sets indicate that the molecules have linear heavy atom geometries. The exception is the fluoro derivative, which is bent with a calculated barrier to linearity of 889 cm-1 (B3LYP/cc-pVTZ). The nitrile sulfides are predicted by the B3LYP method to be stable in the dilute gas phase, whereas in the condensed phase they are suggested to be very unstable due to bimolecular decomposition. The mechanism of this loss process is complicated by various sulfur transfer and cyclization reactions between decomposition intermediates, with the predicted stable products being sulfur, nitriles, and thiadiazoles. The first step of the bimolecular decomposition is either a cycloaddition to thiofuroxan or a sulfur transfer with simultaneous S2 loss to nitriles.

Dithiazoles and Related Compounds. Part 3. Preparation of 5H-1,4,2-Dithiazoles via 1,3-Dipolar Cycloadditions between Nitrile Sulphides and Thiocarbonyl Compounds, and some Conversions into 3,5-Diaryl-1,4,2-dithiazolium Salts

Thermolysis of 1,3,4-oxathiazol-2-ones 3 in the presence of thiocarbonyl compounds gives modest to good yields of the little-known 5H-1,4,2-dithiazoles 1, the reaction being successful with diaryl, aryl alkyl and dialkyl ketones, and thiono esters, but failing with dithio esters and tertiary thioamides.The influence of substituents is discussed.Solvolysis of 5-ethoxy-5H-1,4,2-dithiazoles, derived from thiono esters, with perchloric acid in acetic anhydride gives high yields of 3,5-diaryl-1,4,2-dithiazolium salts 9.