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Linezolid is an oxazolidinone antibiotic that exhibits antibacterial activity against gram positive bacteria. Linezolid binds to the A site of 23S rRNA on the 50S ribosomal subunit, inhibiting protein synthesis. Linezolid also decreases NMDA receptor-mediated current, but is less active than most other comparable antibacterial compounds.
| Cas No. | 165800-03-3 |
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| Purity | ≥98% |
| Formula | C16H20FN3O4 |
| Formula Wt. | 337.35 |
| IUPAC Name | N-[[(5S)-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-1, 3-oxazolidin-5-yl]methyl]acetamide |
| Synonym | N-[[(5S)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide |
| Melting Point | 178-182C |
| Solubility | Moderately soluble in water (3 mg/mL). Soluble in DMSO (>20 mg/mL). |
| Appearance | White to off white powder |
| Store Temp | Ambient |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Long KS, Vester B. Resistance to linezolid caused by modifications at its binding site on the ribosome. Antimicrob Agents Chemother. 2012 Feb;56(2):603-12. PMID: 22143525.
Kombian SB, Phillips OA. In vitro electrophysiological investigations of the acute effects of linezolid and novel oxazolidinones on central nervous system neurons. Neuroscience. 2011 Apr 28;180:53-63. PMID: 21296129.
Ippolito JA, Kanyo ZF, Wang D, et al. Crystal structure of the oxazolidinone antibiotic linezolid bound to the 50S ribosomal subunit. J Med Chem. 2008 Jun 26;51(12):3353-6. PMID: 18494460.
Brickner SJ, Hutchinson DK, Barbachyn MR, et.al. Synthesis and antibacterial activity of U-100592 and U-100766, two oxazolidinone antibacterial agents for the potential treatment of multidrug-resistant gram-positive bacterial infections. J Med Chem. 1996 Feb 2;39(3):673-9. PMID: 8576909 DOI: 10.1021/jm9509556