SKU: C168

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Description
Chloramphenicol palmitate is prepared by acylation of chloramphenicol with palmitic acid. Although chloramphenicol palmitate is a more hydrophobic drug which should enhance bioavailability, the primary advantage of the ester is to mask the taste of chloramphenicol in oral formulations. Chloramphenicol palmitate is significantly less active than chloramphenicol but acts as a prodrug, being readily hydrolysed by acid and esterase in the gut to release chloramphenicol.

Chloramphenicol palmitate is soluble in ethanol, methanol, DMF and DMSO. 

    CAS Number

    530-43-8

    Molecular Formula

    C27H42Cl2O6

    Molecular Weight

    561.5

    Mechanism of Action

    After entering a bacterial cell, chloramphenicol binds to the 50S ribosomal subunit preventing peptide bond formation. Resistance to chloramphenicol may be due to decreased cell permeability or a mutation in the 50S ribosomal subunit.

    Storage Conditions

    -20°C

Specifications

    Appearance

    White solid

References

    References

    The structure of chloramphenicol palmitate. Edgerton W.H. et al. J. Am. Chem. Soc. 1955, 77, 27.

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