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Clindamycin impurity F

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Clindamycin impurity F, >98%

CAS No. : [1440605-46-8]

Synonyms : Clindamycin (2R-Cis)-diastereomer; Clindamycin EP impurity F

IUPAC Name : (2R,4R)-N-((1S,2S)-2-Chloro-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)propyl)-1-methyl-4-propylpyrrolidine-2-carboxamide

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Chemical Properites
Mol. Formula :
C18H33ClN2O5S
Mol. Weight :
424.98
Appearance :
Beige solid
Melting Point :
Not available
Solubility :
Acetonitrile
For Laboratory research use only, not for drug, household or other uses.

Applications : This is an impurity of Clindamycin, which is an orally administered, broad-spectrum bacteriostatic lincosamide antibiotic. Clindamycin works by inhibiting bacterial protein synthesis and can suppress the expression of virulence factors in Staphylococcus aureus even at sub-inhibitory concentrations (sub-MICs). Resistance to clindamycin occurs when methylation enzymes modify the antibiotic binding site on the 50S ribosomal subunit (23S rRNA). Clindamycin reduces the production of toxins such as Panton-Valentine leucocidin (PVL), toxic-shock-staphylococcal toxin (TSST-1), and alpha-haemolysin (Hla). Additionally, it may be used in malaria research.

References : Hodille E. et al.: Ann Clin Microbiol Antimicrob., 17(1), 38, 2018; Kremsner P. G. J. Antimicrob Chemother., 25(1), 9-14, 1990; Kishi K. et al.: Antimicrob Agents Chemother., 43(3), 616-22, 1999; Veringa E. M. et al.: Chemotherapy 33(4), 243-9, 1987; Naal F. D. et al. Arch Orthop Trauma Surg., 128(3), 317-23, 2008;
Yang S. H. et al.: Int J Pharm., 332(1-2), 17-23, 2007; Hirata N. et al.: Antimicrob Agents Chemother., 45(9), 2638-42, 2001; Faggion P. I. et al.: Clin. Oral Investig. 25(5), 3257-3266, 2021.

Storage : Keep container tightly closed under nitrogen or argon and refrigerate for long-term shelf life.

Caution : In case of contact with skin or eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable protective clothing and gloves.

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