168828-72-6

Basic information

• Product Name: (R)-3-(3-FLUORO-4-THIOMORPHOLINOPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE
• Synonyms: (R)-3-(3-FLUORO-4-THIOMORPHOLINOPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE;(R)-3-(3-fluoro-4-thiomorpholinophenyl)-5-(hydroxymethyl)oxazolidin-2-one(WXC05527)
• CAS NO: 168828-72-6
• Molecular Formula: C₁₄H₁₇FN₂O₃S
• Molecular Weight: 312.36
• Mol File: 168828-72-6.mol

Chemical Properties

• Melting Point: 135-136 °C
• Boiling Point: 520.1±50.0 °C(Predicted)
• Appearance: /
• Density: 1.381±0.06 g/cm3(Predicted)
• PKA: 14.05±0.10(Predicted)
• CAS DataBase Reference: (R)-3-(3-FLUORO-4-THIOMORPHOLINOPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(3-FLUORO-4-THIOMORPHOLINOPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE(168828-72-6)
• EPA Substance Registry System: (R)-3-(3-FLUORO-4-THIOMORPHOLINOPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE(168828-72-6)

Safety Data

• Hazardous Substances Data: 168828-72-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-(3-FLUORO-4-THIOMORPHOLINOPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE is used as a potential antibiotic agent for treating bacterial infections. Its unique structure, including the fluorine atom and thiomorpholinophenyl group, contributes to its antibacterial activity, making it a candidate for further research and development in the pharmaceutical sector.
Research is ongoing to explore the compound's efficacy and safety for medical applications, with the aim of expanding the arsenal of antibiotics available to combat resistant bacterial strains. The hydroxymethyl group present in the compound also provides additional chemical reactivity, which may be harnessed to improve its pharmacological properties or to facilitate its synthesis and modification for optimized therapeutic effects.

Upstream product

• 60456-26-0 (R)-glycidyl butyrate 
• 168828-71-5 [3-fluoro-4-(4-thiomorpholinyl)phenyl]carbamic acid, phenylmethyl ester 
• 168828-70-4 (4-(2-fluoro-4-nitrophenyl)thiomorpholine) 
• 237432-11-0 (3-fluoro-4-thiomorpholin-4-ylphenyl)amine 
• 369-34-6 3,4-difluoronitrobenzene 

Downstream Products

• 216869-40-8 (R)-3-[4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one 
• 216869-37-3 (R)-3-[3-Fluoro-4-(1-oxo-1λ⁴-thiomorpholin-4-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one 
• 168828-60-2 N-[[(5S)-3-[3-fluoro-4-(1-oxido-4-thiomorpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide 
• 168828-74-8 (R)-<3-<3-fluoro-4-(4-thiomorpholinyl)phenyl>-2-oxo-5-oxazolidinyl>methyl azide 
• 168828-58-8 sutezolid 
• 216869-36-2 (5S)-5-(aminomethyl)-3-(3-fluoro-4-thiomorpholin-4-ylphenyl)-1,3-oxazolidin-2-one 
• 168828-73-7 Toluene-4-sulfonic acid (R)-3-(3-fluoro-4-thiomorpholin-4-yl-phenyl)-2-oxo-oxazolidin-5-ylmethyl ester 
• 174678-78-5 (R)-<3-<3-fluoro-4-(4-thiomorpholinyl)phenyl>-2-oxo-5-oxazolidinyl>methyl methanesulfonate 

Relevant articles and documents

RETRACTED ARTICLE: Design, synthesis of novel oxazolidino-amides/sulfonamides conjugates and their impact on antibacterial activity

Abstract: In view of generating new compounds for future drug development, we have synthesized oxazolidinones library of aryl amides and aryl sulfonamide derivatives. These compounds were screened in vitro against panel of susceptible and resistant Gram-p

Syntheses and antibacterial activity studies of new oxazolidinones from nitroso Diels-Alder chemistry

A series of novel oxazolidinone antibiotics having [2.2.1] and [2.2.2] bicyclic oxazine moieties at the C-5 side chain of the A-ring was synthesized by nitroso Diels-Alder reactions, from three linezolid analogs containing morpholine, piperazine and thiomorpholine, respectively, as the C-ring components. Subsequent N-O bond cleavage generated oxazolidinones with 4-amino cyclo-2-en-1-ol substituents. The in vitro antibacterial activities of these oxazolidinone analogs were evaluated.

Identification of a novel oxazolidinone (U-100480) with potent antimycobacterial activity.

During the course of our investigations in the oxazolidinone antibacterial agent area, we have identified a subclass with especially potent in vitro activity against mycobacteria. The salient structural feature of these oxazolidinone analogues, 6 (U-10048