MedKoo Cat#: 208231 | Name: (R)-Linezolid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Linezolid in methicillin-resistant Staphylococcus aureus nosocomial pneumonia

Chemical Structure

(R)-Linezolid
(R)-Linezolid
CAS# 872992-20-6

Theoretical Analysis

MedKoo Cat#: 208231

Name: (R)-Linezolid

CAS#: 872992-20-6

Chemical Formula: C16H20FN3O4

Exact Mass: 337.1438

Molecular Weight: 337.35

Elemental Analysis: C, 56.97; H, 5.98; F, 5.63; N, 12.46; O, 18.97

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
R-Linezolid, (R)Linezolid
IUPAC/Chemical Name
(R)-N-((3-(3-Fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
InChi Key
TYZROVQLWOKYKF-CYBMUJFWSA-N
InChi Code
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-/m1/s1
SMILES Code
CC(NC[C@@H]1CN(C2=CC=C(N3CCOCC3)C(F)=C2)C(O1)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 337.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Conradie F, Diacon AH, Ngubane N, Howell P, Everitt D, Crook AM, Mendel CM, Egizi E, Moreira J, Timm J, McHugh TD, Wills GH, Bateson A, Hunt R, Van Niekerk C, Li M, Olugbosi M, Spigelman M; Nix-TB Trial Team. Treatment of Highly Drug- Resistant Pulmonary Tuberculosis. N Engl J Med. 2020 Mar 5;382(10):893-902. doi: 10.1056/NEJMoa1901814. PMID: 32130813; PMCID: PMC6955640. 2: Wunderink RG, Niederman MS, Kollef MH, Shorr AF, Kunkel MJ, Baruch A, McGee WT, Reisman A, Chastre J. Linezolid in methicillin-resistant Staphylococcus aureus nosocomial pneumonia: a randomized, controlled study. Clin Infect Dis. 2012 Mar 1;54(5):621-9. doi: 10.1093/cid/cir895. Epub 2012 Jan 12. PMID: 22247123. 3: Chang M, Nguyen TT. Strategy for Treatment of Infected Diabetic Foot Ulcers. Acc Chem Res. 2021 Mar 2;54(5):1080-1093. doi: 10.1021/acs.accounts.0c00864. Epub 2021 Feb 17. PMID: 33596041. 4: Layer F, Weber RE, Fleige C, Strommenger B, Cuny C, Werner G. Excellent performance of CHROMagarTM LIN-R to selectively screen for linezolid- resistant enterococci and staphylococci. Diagn Microbiol Infect Dis. 2021 Apr;99(4):115301. doi: 10.1016/j.diagmicrobio.2020.115301. Epub 2020 Dec 29. PMID: 33444893. 5: Wen S, Zhang T, Yu X, Dong W, Lan T, Fan J, Xue Y, Wang F, Dong L, Qin S, Huang H. Bone penetration of linezolid in osteoarticular tuberculosis patients of China. Int J Infect Dis. 2021 Feb;103:364-369. doi: 10.1016/j.ijid.2020.11.203. Epub 2020 Dec 2. PMID: 33278623. 6: Morgon NH, Grandini GS, Yoguim MI, Porto CM, Santana LC, Biswas S, de Souza AR. Potential activity of Linezolid against SARS-CoV-2 using electronic and molecular docking study. J Mol Model. 2021 Jul 8;27(8):222. doi: 10.1007/s00894-021-04828-8. PMID: 34236527; PMCID: PMC8264178. 7: Peng Z, Nguyen TT, Song W, Anderson B, Wolter WR, Schroeder VA, Hesek D, Lee M, Mobashery S, Chang M. Selective MMP-9 Inhibitor (R)-ND-336 Alone or in Combination with Linezolid Accelerates Wound Healing in Infected Diabetic Mice. ACS Pharmacol Transl Sci. 2020 Sep 1;4(1):107-117. doi: 10.1021/acsptsci.0c00104. PMID: 33615165; PMCID: PMC7887744. 8: Souza E, Crass RL, Felton J, Hanaya K, Pai MP. Accumulation of Major Linezolid Metabolites in Patients with Renal Impairment. Antimicrob Agents Chemother. 2020 Apr 21;64(5):e00027-20. doi: 10.1128/AAC.00027-20. PMID: 32152085; PMCID: PMC7179609. 9: Pittiruti M, Bertoglio S, Scoppettuolo G, Biffi R, Lamperti M, Dal Molin A, Panocchia N, Petrosillo N, Venditti M, Rigo C, DeLutio E. Evidence-based criteria for the choice and the clinical use of the most appropriate lock solutions for central venous catheters (excluding dialysis catheters): a GAVeCeLT consensus. J Vasc Access. 2016 Nov 2;17(6):453-464. doi: 10.5301/jva.5000576. Epub 2016 Aug 1. PMID: 27516141. 10: Wang Y, Ye X, Lan Q, Ke X, Hu L, Hu L. UPLC-MS/MS Determination of Linezolid and Heme in Plasma of Infected Patients and Correlation Analysis. Biomed Res Int. 2021 Jul 10;2021:6679076. doi: 10.1155/2021/6679076. PMID: 34337043; PMCID: PMC8289587