1341209-29-7

Basic information

• Product Name: benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate
• Synonyms: benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate
• CAS NO: 1341209-29-7
• Molecular Weight: 426.239
• Mol File: 1341209-29-7.mol

Chemical Properties

• CAS DataBase Reference: benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate(1341209-29-7)
• EPA Substance Registry System: benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate(1341209-29-7)

Safety Data

• Hazardous Substances Data: 1341209-29-7(Hazardous Substances Data)

Upstream product

• 1341209-27-5 (Z)-4-(5-bromo-4-fluoro-2-nitrophenoxy)but-2-en-1-ol 
• 1341209-28-6 benzyl (Z)-(4-bromo-5-fluoro-2-((4-hydroxybut-2-en-1-yl)oxy)phenyl)carbamate 
• 167415-27-2 1-bromo-2,5-difluoro-4-nitrobenzene 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1341209-34-4 [(3R,3aS)-7-bromo-8-fluoro-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl]methyl 3-nitrobenzene-1-sulfonate 
• 1341209-30-0 benzyl (4-bromo-2-{[(2R,3S)-3-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]methoxy}-5-fluorophenyl)carbamate 

Relevant articles and documents

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A series of novel benzoxazinyl-oxazolidinones bearing nonaromatic heterocycle or aryl groups were designed and synthesized. Their in vitro and in vivo antibacterial activities were investigated. Most of the (3S, 3aS) biaryl benzoxazinyl-oxazolidinones exhibited potent activity against Gram-positive pathogens. SAR trends were observed; a pyridyl C ring was preferable to other 5- or 6-member aryl C rings, while fluorine substitution on the B ring generated derivatives with reduced activity. Various substituent group positions on the pyridyl ring were also evaluated. The resulting compounds displayed excellent activity against linezolid-resistant strains. Compound 45 exhibited excellent in vitro activity, with a MIC value of 0.25-0.5 μg/mL against MRSA and an activity against linezolid-resistant strains of 8-16-fold higher potency than linezolid. In a MRSA systemic infection model, compound 45 displayed an ED 50 5.0 mg/kg, a potency that is nearly 3-fold better than that of linezolid. This compound also showed excellent pharmacokinetic profiles, with a half-life of more than 5 h as well as an oral bioavailability of 81% in rats.