PZ0014

Linezolid

≥98% (HPLC), powder, bacterial mRNA translation inhibitor

• Synonym(s): N-[[(5S)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide, PNU-100766, U-100766
• Empirical Formula (Hill Notation): C₁₆H₂₀FN₃O₄
• CAS Number: 165800-03-3
• Molecular Weight: 337.35
• UNSPSC Code: 12352200
• PubChem Substance ID: 329823683
• NACRES: NA.77
• MDL number: MFCD00937825
• Assay: ≥98% (HPLC)
• Form: powder
• Quality level: 100

Properties

• Product Name: Linezolid, ≥98% (HPLC)
• SMILES string: CC(=O)NC[C@H]1CN(C(=O)O1)c2ccc(N3CCOCC3)c(F)c2
• InChI key: TYZROVQLWOKYKF-ZDUSSCGKSA-N
• 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
• assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• solubility: DMSO: >20 mg/mL
• storage temp.: room temp
• Quality Level: 100

Description

Application

Linezolid has been used in checkerboard-type drug combination MIC (minimum inhibitory concentrations) assay to determine whether ivacaftor shows positive interaction with linezolid.[1] It has been used for the determination of minimum biofilm inhibitory concentration and for the treatment of Mycobacterium abscessus-infected Drosophila melanogaster w1118 flies.[2]Linezolid has been used as an antibiotic to study its effects on the development of malaria-associated acute respiratory distress syndrome (MAARDS) in rat lungs.[3] It has been used as an antibiotic to study its effects in combination with baicalein on methicillin-resistant Staphylococcus aureus strains.[4] It has been used as an antibiotic to study its effects on planktonic growth and formation of biofilms by Enterococcus faecalis.[5]

Biochem/physiol Actions

Linezolid is an oxazolidinine antimicrobial. It inhibits bacterial mRNA translation and a weak, reversible, nonselective inhibitor of monoamine oxidase.

Linezolid is an oxazolidinone antimicrobial. It binds to a site on the bacterial 23S ribosomal RNA of the 50S subunit and prevents the formation of a functional 70S initiation complex, thus inhibiting bacterial mRNA translation. Linezolid is also a weak, reversible, nonselective inhibitor of monoamine oxidase.

General description

Linezolid exhibits its activity against several Gram-positive bacteria including penicillin-resistant, methicillin-resistant, and vancomycin- resistant.[6] Linezolid can decrease the rate of translation reaction by inhibiting the formation of initiation complex thereby reducing the length of the newly formed peptidechain. Additionally, it may also play a role in reducing the virulence leading to reduced toxins produced by Gram-positive bacteria.[7]

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H372
• pcodes: P260 - P264 - P270 - P314 - P501
• Hazard Classifications: STOT RE 1 Oral
• target_organs: Bone
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable