Linezolid

  • CAT Number: A000691
  • CAS Number: 165800-03-3
  • Molecular Formula: C16H20FN3O4
  • Molecular Weight: 337.4
  • Purity: ≥95%
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Linezolid is a synthetic oxazolidinone antibiotic active against a wide range of Gram-positive bacteria, including resistant strains of several species, such as MRSA and penicillin-resistant pneumococci. Linezolid inhibits protein synthesis by binding to domain V of the 23S ribosomal RNA of the 50S subunit of bacterial ribosomes.

Catalog Number A000691
CAS Number 165800-03-3
Synonyms

165800-03-3; Zyvox; Zyvoxid; (S)-N-((3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide; Zyvoxam

Molecular Formula

C16H20FN3O4

Purity 95%
Target Antibiotic
Solubility >16.9mg/mL in DMSO
Storage -20°C
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
SMILES CC(=O)NCC1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCOCC3)F
Reference

1: Pauchard LA, Blot M, Bruyere R, Barbar SD, Croisier D, Piroth L, Charles PE.
Linezolid and atorvastatin impact on pneumonia caused by Staphyloccocus aureus in
rabbits with or without mechanical ventilation. PLoS One. 2017 Nov
17;12(11):e0187187. doi: 10.1371/journal.pone.0187187. eCollection 2017. PubMed
PMID: 29149185.
<br>

2: Valdezate S, Monzón S, Garrido N, Zaballos A, Medina-Pascual MJ,
Azcona-Gutiérrez JM, Vilar B, Cuesta I. First Insight into the Genome Sequences
of Two Linezolid-Resistant Nocardia farcinica Strains Isolated from Patients with
Cystic Fibrosis. Genome Announc. 2017 Nov 16;5(46). pii: e01212-17. doi:
10.1128/genomeA.01212-17. PubMed PMID: 29146850.

<br>
3: Johannesmeyer HJ, Bhakta S, Morales F. Linezolid-Associated Hypoglycemia. Drug
Saf Case Rep. 2017 Nov 9;4(1):18. doi: 10.1007/s40800-017-0061-0. PubMed PMID:
29124464.
<br>

4: Amiyangoda CGK, Wimalaratna H, Bowatte S. A complicated prosthetic valve
endocarditis due to methicillin resistant Staphylococci treated with linezolid
and ciprofloxacin: a case report. BMC Res Notes. 2017 Nov 9;10(1):580. doi:
10.1186/s13104-017-2907-z. PubMed PMID: 29121980; PubMed Central PMCID:
PMC5679372.
<br>

5: Lee SM, Huh HJ, Song DJ, Shim HJ, Park KS, Kang CI, Ki CS, Lee NY. Resistance
mechanisms of linezolid-nonsusceptible enterococci in Korea: low rate of 23S rRNA
mutations in Enterococcus faecium. J Med Microbiol. 2017 Nov 7. doi:
10.1099/jmm.0.000637. [Epub ahead of print] PubMed PMID: 29111969.

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6: Bi R, Qin T, Fan W, Ma P, Gu B. The Emerging Problem of Linezolid-resistant
Enterococcus. J Glob Antimicrob Resist. 2017 Oct 31. pii: S2213-7165(17)30205-9.
doi: 10.1016/j.jgar.2017.10.018. [Epub ahead of print] Review. PubMed PMID:
29101082.
<br>

7: Schwameis R, Syré S, Sarahrudi K, Appelt A, Marhofer D, Burau D, Kloft C,
Zeitlinger M. Penetration of linezolid into synovial fluid and muscle tissue
after elective arthroscopy. J Antimicrob Chemother. 2017 Oct 1;72(10):2817-2822.
doi: 10.1093/jac/dkx219. PubMed PMID: 29091212.

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8: Zhang Z, Lu J, Song Y, Pang Y. In vitro activity between linezolid and other
antimicrobial agents against Mycobacterium abscessus complex. Diagn Microbiol
Infect Dis. 2017 Sep 22. pii: S0732-8893(17)30287-0. doi:
10.1016/j.diagmicrobio.2017.09.013. [Epub ahead of print] PubMed PMID: 29089153.

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9: Ballesteros García MDM, Orós Milián ME, Díaz Velázquez E, Alarcón Alacio MT,
Galán Del Río P. [Myelosupression induced by linezolid: a pediatric case]. Arch
Argent Pediatr. 2017 Dec 1;115(6):e420-e423. doi: 10.5546/aap.2017.eng.e420.
Spanish. PubMed PMID: 29087126.
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10: Cojutti P, Pai MP, Pea F. Population Pharmacokinetics and Dosing
Considerations for the Use of Linezolid in Overweight and Obese Adult Patients.
Clin Pharmacokinet. 2017 Oct 28. doi: 10.1007/s40262-017-0606-5. [Epub ahead of
print] PubMed PMID: 29080937.

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