1192-73-0

Basic information

• Product Name: ()-4-methyloxazolidine-2,5-dione
• Synonyms: (1)-4-Methyloxazolidine-2,5-dione; 4-methyl-1,3-oxazolidine-2,5-dione
• CAS NO: 1192-73-0
• Molecular Formula: C₄H₅NO₃
• Molecular Weight: 115.0874
• EINECS: 214-759-2
• Mol File: 1192-73-0.mol
• Article Data: 6

Chemical Properties

• Density: 1.296g/cm³
• Refractive Index: 1.447
• CAS DataBase Reference: ()-4-methyloxazolidine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: ()-4-methyloxazolidine-2,5-dione(1192-73-0)
• EPA Substance Registry System: ()-4-methyloxazolidine-2,5-dione(1192-73-0)

Safety Data

• Hazardous Substances Data: 1192-73-0(Hazardous Substances Data)

Usage

Description

()-4-methyloxazolidine-2,5-dione, also known as 4-methyl-2-oxazolidinone, is a cyclic organic compound with the molecular formula C4H7NO3. It is a lactam derivative, featuring a five-membered ring that includes a nitrogen and oxygen atom. This versatile chemical is widely recognized for its reactivity and applications across various industries.

Uses

Used in Organic Synthesis:
()-4-methyloxazolidine-2,5-dione is utilized as a reagent in the preparation of amino acids and peptides, playing a crucial role in the development of complex organic molecules and pharmaceutical agents.
Used in Pharmaceutical Industry:
As a precursor, ()-4-methyloxazolidine-2,5-dione contributes to the production of pharmaceuticals, underpinning the synthesis of various drug compounds that address a range of health conditions.
Used in Agrochemical Production:
()-4-methyloxazolidine-2,5-dione also serves as a precursor in the manufacture of agrochemicals, which are essential for developing pesticides and other agricultural products to ensure crop protection and yield enhancement.
Used as a Solvent:
()-4-methyloxazolidine-2,5-dione is employed as a solvent in a variety of chemical reactions, facilitating processes that require a stable and reactive medium to proceed efficiently.
Used in Fine Chemicals Industry:
Its applications extend to the fine chemicals industry, where precision and quality are paramount. ()-4-methyloxazolidine-2,5-dione supports the synthesis of high-purity specialty chemicals used in research, fragrances, and other niche applications.

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 56-41-7 L-alanine 
• 26607-51-2 N-benzyloxycarbonyl-D-alanine 
• 75-44-5 phosgene 
• 338-69-2 D-Alanine 
• 3744-87-4 Boc-(R)-Ala 

Downstream Products

• 129288-48-8 (R)-benzyl 4-methyl-2,5-dioxooxazolidine-3-carboxylate 

Relevant articles and documents

Synthesis, structural characterization, antimicrobial and antifungal activity of substituted 6-fluorobenzo[d]thiazole amides

A series of novel 1-[(1R)-1-(6-fluoro-1,3-benzothiazol-2-yl)ethyl]-3-substituted phenyl amides was synthesized by the condensation reaction of (1R)-1-(6-fluoro-1,3-benzothiazol-2-yl)ethanamine with substituted benzoyl chlorides under mild conditions. Their structures were confirmed by 1H NMR, 13C NMR and 19F NMR spectra, elemental analyses and in three cases also by single-crystal X-ray diffraction techniques. The optical activities were confirmed by optical rotation measurements. All the synthesized compounds were screened for antibacterial and antifungal activity against a variety of bacterial and fungal strains. Some of the compounds reveal antibacterial and antifungal activity comparable or slightly better to that of chloramphenicol, cefoperazone and amphotericin B used as medicinal standards.

Novel derivatives of substituted 6-fluorobenzothiazole diamides: synthesis, antifungal activity and cytotoxicity

A new series of 1-[(1R)-1-(6-fluoro-1,3-benzothiazol-2-yl)ethyl]-3-substituted phenyl diamides were synthesized in vitro as potential antifungal agents. Chemical structures of the synthesised compounds were substantiated by IR, 1H, 13C, 19F nuclear magnetic resonance spectra, high resolution mass spectrometry, elemental analysis and also by X-ray diffraction. In addition, the cytotoxicity of the most active compounds was investigated against cancer cell line (Jurkat) and one type of normal lung fibroblast cells (MRC-5) by (2,3-bis-(2-methoxy-4-nitro-5-sulfophenyl)-2H-tetrazolium-5-carboxanilide) tetrazolium salt reduction assay, propidium iodide flow cytometry assay and xCELLigence system allowing a label-free assessment of the cells proliferation. Compounds indicated as 11e, 11g, 11j, 11n and 11o, were the best of the series, showing minimum inhibitory concentration values of 6.25–50 μg/mL against pathogenic strains Candida albicans HE 169, Candida tropicalis 31/HK and Candida parapsilosis p69. Moreover compounds 11e, 11g, 11j and 11o did not show any cytotoxic effect against human Jurkat and MRC-5 cells.

THE PREPARATION OF N-CARBOXYANHYDRIDES OF α-AMINO ACIDS USING BIS(TRICHLOROMETHYL)CARBONATE

A syntheis of the N-carboxyanhydrides (NCA's) of several α-amino acids using bis(trichloromethyl)carbonate, 1, is reported.The triphosgene is used to supply phosgene in situ in stoichiometric amounts; it is particularly effective for preparing NCA's of amino acids with long, aliphatic side chains.