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Linezolid
- Zyvox - PNU 100766 - U 100766
- Optical Purity: Optically pure
- Soluble in DMSO
- MF: C16H20FN3O4
- MW: 337.35
Description
Linezolid is an oxazolidinone antibiotic and bacterial protein synthesis inhibitor. It binds the 50S ribosomal subunit and inhibits formation of the initiation complex required for bacterial translation.
Linezolid is especially relevant for research on multidrug-resistant Gram-positive pathogens. It is useful for studying translation initiation blockade, antibacterial susceptibility and resistance mechanisms involving ribosomal targets.
Key Features
- Oxazolidinone antibiotic
- Inhibits bacterial translation initiation
- Targets the 50S ribosomal subunit
- Relevant to multidrug-resistant Gram-positive bacteria research
Applications
- Bacterial protein synthesis assays
- Antibacterial susceptibility testing
- Ribosomal target mechanism studies
- Resistance mechanism research
More Information
| Parent CAS No. | 165800-03-3 |
|---|---|
| Chemical Name | (S)-N-((3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide |
| extra_info | . |
| SMILES | C(NC[C@@H]1OC(=O)N(C2=CC=C(N3CCOCC3)C(F)=C2)C1)(=O)C |&1:3,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C16H20FN3O4/c1-11(21)18-9-13-10-20(16(22)24-13)12-2-3-15(14(17)8-12)19-4-6-23-7-5-19/h2-3,8,13H,4-7,9-10H2,1H3,(H,18,21)/t13-/m0/s1 |
| InChiKey | TYZROVQLWOKYKF-ZDUSSCGKSA-N |
| CID | 441401 |
| Short Description | Antibiotic |
References
- SJ Brickner et al. Linezolid (ZYVOX), the first member of a completely new class of antibacterial agents for treatment of serious gram-positive infections. J. Med. Chem. 2008, 51(7), 1981-1990.
- MR Barbachyn, CW Ford. Oxazolidinone structure-activity relationships leading to linezolid. Angew. Chem. Int. Ed. Engl. 2003, 42(18), 2010-23.
- SJ Brickner 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, 39(3), 673-9.
- U Patel et al. Oxazolidinones mechanism of action: inhibition of the first peptide bond formation. J. Biol. Chem. 2001, 276(40), 37199-205.
- CE Barry and JS Blanchard. The Chemical Biology of New Drugs in Development for Tuberculosis. Curr. Opin. Chem. Biol. 2010, 14(4), 456–466.
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