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Lexithromycin

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Lexithromycin Basic information

Product Name:
Lexithromycin
Synonyms:
  • erythromycin A methoxime
  • 9-(Methoxyimino)-9-deoxoerythromycin
  • 9-Deoxo-9-[[methyloxy]imino]erythromycin
  • ErythroMycin A 9-MethoxiMe, Wy 48314
  • Erythromycin A-E-oxime
  • Erythromycin A-E-oxime LEXITHROMYCIN.
  • Erythromycin A 9-Methoxime
  • Azithromycin Impurity 4
CAS:
53066-26-5
MF:
C38H70N2O13
MW:
762.97
Mol File:
53066-26-5.mol
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Lexithromycin Chemical Properties

Melting point:
>115°C (dec.)
Boiling point:
824.6±75.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
Chloroform (Slightly), DMSO (Slightly)
pka
13.19±0.70(Predicted)
form 
Solid
color 
White to Off-White
Stability:
Hygroscopic
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Lexithromycin Usage And Synthesis

Description

Lexithromycin is a semisynthetic antibiotic derived from erythromycin . Lexithromycin has improved absorption in vivo over erythromycin due to increased hydrophopicity and pH stability. As with other macrolides, lexithromycin prevents protein synthesis by binding the ribosome at the polypeptide exit tunnel. Formulations containing lexithromycin were tested in clinical trials as treatment for HIV but were discontinued.

Uses

Lexithromycin is an early semi-synthetic erythromycin, prepared by reaction of the 9-keto moiety to methyl oxime. The structural change improves the pH stability profile and hydrophobicity of lexithromycin for better in vivo absorption. This same rationale was used to greater effect with roxithromycin and, as a result, lexithromycin was quickly superseded and has not been not extensively studied. Like all tetracyclines, lexithromycin shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal sub-units, blocking protein synthesis.

Uses

Lexithromycin is a semi-synthetic erythromycin with improved pH stability and hydrophobicity. It is used in compositions and methods for treating viral infections.

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