139071-79-7

Basic information

• Product Name: (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide
• Synonyms: (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide;(S)-N-[3-(3-FLUOROPHENYL)-2-OXO-OXAZOLIDIN-5-YLMETHYL]ACETAMIDE
• CAS NO: 139071-79-7
• Molecular Formula: C₁₂H₁₃FN₂O₃
• Molecular Weight: 252.24
• Product Categories: pharmacetical
• Mol File: 139071-79-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 450.4 °C at 760 mmHg
• Flash Point: 226.2 °C
• Appearance: White crystalline powder
• Density: 1.288g/cm³
• Vapor Pressure: 2.64E-08mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: 2-8°C
• PKA: 15.53±0.46(Predicted)
• CAS DataBase Reference: (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide(139071-79-7)
• EPA Substance Registry System: (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide(139071-79-7)

Safety Data

• Hazardous Substances Data: 139071-79-7(Hazardous Substances Data)

Usage

General Description

"(S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide" is a chemical compound belonging to the class of organic compounds known as oxazolidinones. It contains an oxazolidinone moiety, which is a five-membered heterocyclic ring made up of three carbon atoms, one nitrogen atom, and one oxygen atom. The compound also features a fluorophenyl group, which is a phenyl ring substituted by a fluorine atom, and an acetamide functional group. The molecular structure of this chemical contributes to its potential biological activity or reactivity. Due to its complex structure, this compound is likely to be used in advanced research and development fields such as drug discovery and medicinal chemistry. However, specific uses, properties, or potential health effects of this compound have not been widely studied or reported in scientific literature. Its toxicity and safety profiles are unknown, hence caution must be taken when handling it.

InChI:InChI=1/C12H13FN2O3/c1-8(16)14-6-11-7-15(12(17)18-11)10-4-2-3-9(13)5-10/h2-5,11H,6-7H2,1H3,(H,14,16)/t11-/m0/s1

Upstream product

• 380380-56-3 (S)-5-(aminomethyl)-3-(3-fluorophenyl)oxazolidin-2-one 
• 149524-42-5 (5R)-3-(3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 372-19-0 meta-fluoroaniline 
• 108-24-7 acetic anhydride 
• 380380-55-2 [(5R)-3-(3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl methanesulfonate 
• 149524-44-7 (R)-[3-(3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl azide 
• 404-71-7 1-fluoro-3-isocyanatobenzene 
• 149524-47-0 N-(carbobenzyloxy)-3-fluoroaniline 
• 183905-31-9 N-[(2S)-2-acetoxy-3-chloropropyl]acetamide 
• 321430-28-8 3-fluorophenylcarbamic acid 2-methylpropyl ester 

Downstream Products

• 1333991-97-1 C₂₃H₁₈F₂N₆O₃ 
• 1333992-00-9 C₂₂H₁₈FN₇O₃ 
• 1333992-01-0 C₂₃H₁₉FN₆O₃ 
• 1333992-03-2 C₂₄H₂₁FN₆O₄ 
• 1333992-05-4 C₂₁H₁₇FN₆O₃S 
• 149524-45-8 (S)-N-[3-(3-fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide 
• 165800-03-3 linezolid 
• 232950-90-2 5-(S)-Acetamidomethyl-3-[4'-formyl-3'-fluorophenyl]oxazolidine-2-one 

Relevant articles and documents

Synthesis and antibacterial activity of new tropone-substituted phenyloxazolidinone antibacterial agents. 2. Modification of the phenyl ring - The potentiating effect of fluorine substitution on in vivo activity

Various electron-withdrawing groups were incorporated into the meta position of tropone-substituted 3-phenyl-2-oxazolidinones and their influence on antibacterial activity examined. Consideration of in vitro and in vivo test results indicated that one or two fluorine atoms flanking the para tropone appendage is the optimum arrangement for these compounds. Synthetic routes to enantiomerically enriched analogues are reported. Copyright

Incorporation of a chiral gem-disubstituted nitrogen heterocycle yields an oxazolidinone antibiotic with reduced mitochondrial toxicity

gem-Disubstituted N-heterocycles are rarely found in drugs, despite their potential to improve the drug-like properties of small molecule pharmaceuticals. Linezolid, a morpholine heterocycle-containing oxazolidinone antibiotic, exhibits significant side effects associated with human mitochondrial protein synthesis inhibition. We synthesized a gem-disubstituted linezolid analogue that when compared to linezolid, maintains comparable (albeit slightly diminished) activity against bacteria, comparable in vitro physicochemical properties, and a decrease in undesired mitochondrial protein synthesis (MPS) inhibition. This research contributes to the structure-activity-relationship data surrounding oxazolidinone MPS inhibition, and may inspire investigations into the utility of gem-disubstituted N-heterocycles in medicinal chemistry.

Novel oxazolidinone derivatives and a process for the preparation thereof

The present invention relates to novel oxazolidinone derivatives, their pharmaceutically acceptable salts and a process for the preparation thereof. More particularly, the present invention relates to oxazolidinone derivatives having pyridine or pyrimidine moeity substituted by heterocycle and heteroaromaticcycle at 4-position of phenyl ring. The compounds of the present invention have wide antibacterial spectrum, superior antibacterial activity and low toxicity, such that the compound of this invention can be used as an antibacterial agent.