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Linezolid-[d8]

General Information
Catalog: BLP-011604
CAS: 1032182-14-1
Molecular Formula: C16H12D8FN3O4
Molecular Weight: 345.39
Chemical Structure
Linezolid-[d8]
Description Linezolid-[d8] is the labelled analogue of Linezolid, which is an antibiotic used to treat infections caused by Gram-positive bacteria.
Synonyms Linezolid D8; N-[[(5S)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]-acetamide-d8; Linospan-d8; Linox-d8; Zyvox-d8; Zyvoxid-d8
IUPAC Name N-[[(5S)-3-[3-fluoro-4-(2,2,3,3,5,5,6,6-octadeuteriomorpholin-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
Related CAS 165800-03-3 (unlabelled)
Canonical SMILES CC(=O)NCC1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCOCC3)F
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/i4D2,5D2,6D2,7D2
InChI Key TYZROVQLWOKYKF-LSSZDJLLSA-N
Purity 95% by HPLC; 98% atom D
Solubility Soluble in Chloroform (Slightly), Methanol (Very Slightly, Sonicated)
Appearance Off-white Solid
Storage Store at 2-8°C

Linezolid-[d8], a deuterated version of the antibiotic linezolid, plays a critical role in the field of bioscience. Here are the key applications of Linezolid-[d8]:

Pharmacokinetic Studies: Linezolid-[d8] is extensively utilized in pharmacokinetic studies to delve into the absorption, distribution, metabolism, and excretion (ADME) of linezolid within the body. This deuterated form acts as a stable isotope-labeled reference enabling more precise and accurate measurements in mass spectrometry analysis. Such precise measurements aid in the optimization of dosing regimens and the enhancement of therapeutic efficacy.

Drug Interaction Research: In the realm of drug interaction studies, Linezolid-[d8] plays a pivotal role in unraveling potential interactions between linezolid and other medications at a metabolic level. The deuterated label facilitates clear differentiation between the parent drug and its metabolites, a crucial aspect for predicting adverse effects and ensuring patient safety in scenarios involving simultaneous administration of multiple drugs.

Mechanistic Studies: Linezolid-[d8] serves as a valuable tool for delving into the mechanism of action of linezolid at a molecular level. Researchers employ this compound to explore how linezolid disrupts bacterial protein synthesis by binding to ribosomal RNA. This profound insight aids in the comprehension of resistance mechanisms and the development of novel antibiotics capable of overcoming existing resistance barriers.

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