565176-83-2

Basic information

• Product Name: Carbamic acid, [3-fluoro-4-(4-morpholinyl)phenyl]-, ethyl ester
• CAS NO: 565176-83-2
• Molecular Formula: C13H17FN2O3
• Molecular Weight: 268.288
• Mol File: 565176-83-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [3-fluoro-4-(4-morpholinyl)phenyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [3-fluoro-4-(4-morpholinyl)phenyl]-, ethyl ester(565176-83-2)
• EPA Substance Registry System: Carbamic acid, [3-fluoro-4-(4-morpholinyl)phenyl]-, ethyl ester(565176-83-2)

Safety Data

• Hazardous Substances Data: 565176-83-2(Hazardous Substances Data)

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 93246-53-8 3-fluoro-4-(morpholinyl)aniline 
• 369-34-6 3,4-difluoronitrobenzene 
• 2689-39-6 3-fluoro-4-(4-morpholinyl)nitrobenzene 

Downstream Products

• 168828-82-8 (R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol 
• 165800-03-3 linezolid 
• 168828-90-8 (S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine 
• 168828-84-0 (R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one 
• 174649-09-3 (R)-methyl methanesulfonate 
• 1236077-61-4 (S)-5-((benzylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one 
• 168828-83-9 (R)-[N-3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5-oxazolidinyl]methyl 4-methylbenzenesulfonate 
• 1334229-25-2 (S)-N-[[3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5-oxazolidinyl]methyl]amine p-tolueneaulfonate salt 
• 912359-80-9 (S)-[3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]aminomethane 
• 168828-89-5 2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione 
• 1223581-08-5 (R)-N-(3-fluoro-4-morpholinylphenyl)oxiranylmethyl carbamic acid ethyl ester 

Relevant articles and documents

Synthesis of covalent bonding MWCNT-oligoethylene linezolid conjugates and their antibacterial activity against bacterial strains

Nowadays, infectious diseases caused by drug-resistant bacteria have become especially important. Linezolid is an antibacterial drug active against clinically important Gram positive strains; however, resistance showed by these bacteria has been reported. Nanotechnology has improved a broad area of science, such as medicine, developing new drug delivery and transport systems. In this work, several covalently bounded conjugated nanomaterials were synthesized from multiwalled carbon nanotubes (MWCNTs), a different length oligoethylene chain (Sn), and two linezolid precursors (4and7), and they were evaluated in antibacterial assays. Interestingly, due to the intrinsic antibacterial activity of the amino-oligoethylene linezolid analogues, these conjugated nanomaterials showed significant antibacterial activity against various tested bacterial strains in a radial diffusion assay and microdilution method, including Gram negative strains asEscherichia coli(11 mm, 6.25 μg mL?1) andSalmonella typhi(14 mm, ≤0.78 μg mL?1), which are not inhibited by linezolid. The results show a significant effect of the oligoethylene chain length over the antibacterial activity. Molecular docking of amino-oligoethylene linezolid analogs shows a more favorable interaction of theS2-7analog in the PTC ofE. coli.

PROCESSES FOR THE PREPARATION OF LINEZOLID

Disclosed herein a process for preparing linezolid, wherein the resultant linezolide is devoid of impurities and involve easy and economical process. The present invention further relates to preparation of linezolid by employing an azide intermediate and process for said intermediate.

A new practical synthesis of linezolid: An antibacterial drug

A novel and practical asymmetric synthesis of (S)-N-[[3-(3-fluoro-4- morpholinyl phenyl)-2-oxo-5-oxazo- lidinyl]methyl]acetamide has been developed by a new approach without recourse to chromatography and it is employed for the synthesis of Linezolid. This involves the reaction of (R)-epichlorohydrin with N-arylcarbamates and subsequent regioselective epoxide ring opening of resulted intermediate by sodium azide.