Linezolid
Linezolid (CAS 165800-03-3) is a synthetic oxazolidinone antimicrobial compound with broad-spectrum activity primarily against Gram-positive bacteria, including multi-drug resistant pathogens such as methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Enterococcus (VRE), and penicillin-resistant Streptococcus pneumoniae. Linezolid inhibits bacterial protein synthesis by binding to the 23S ribosomal RNA of the 50S subunit, thereby preventing formation of the functional 70S initiation complex. In cell-free transcription-translation assays using E. coli, linezolid demonstrates an IC50 of approximately 1.8 mM. Due to its pharmacokinetics and high oral bioavailability, linezolid is widely utilized in clinical research related to complicated skin infections and bacterial pneumonia.
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 337.35 |
| Cas No. | 165800-03-3 |
| Formula | C16H20FN3O4 |
| Solubility | ≥16.85 mg/mL in DMSO; ≥2.48 mg/mL in H2O with gentle warming and ultrasonic; ≥9.5 mg/mL in EtOH with ultrasonic |
| Chemical Name | N-[[(5S)-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide |
| SDF | Download SDF |
| Canonical SMILES | CC(=O)NCC1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCOCC3)F |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Antibacterial test [1]: | |
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Bacteria |
E. coli UC6782 |
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Preparation method |
The solubility of this compound in DMSO is > 16.9 mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below - 20 °C for several months. |
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Reacting condition |
0.01 ~ 1000 μM; 60 mins |
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Applications |
Linezolid potently inhibited protein synthesis in E. coli UC6782, with the IC90 value of 30 μM. Linezolid was at least 2.5 times more potent than DuP-721 and about twice as potent as streptomycin. |
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References: [1]. Shinabarger D L, Marotti K R, Murray R W, et al. Mechanism of action of oxazolidinones: effects of linezolid and eperezolid on translation reactions[J]. Antimicrobial agents and chemotherapy, 1997, 41(10): 2132-2136. |
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Quality Control & MSDS
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Chemical structure
