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Erythromycylamine (CAS 26116-56-3)

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Alternate Names:
(9S)-Erythromycylamine A
Application:
Erythromycylamine is a semi-synthetic analogue of erythromycin, a potent antibiotic
CAS Number:
26116-56-3
Purity:
≥98%
Molecular Weight:
734.96
Molecular Formula:
C37H70N2O12
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Erythromycylamine is a semi-synthetic analogue of erythromycin prepared by reduction of erythromycin oxime. Erythromycyclamine is a potent antibiotic, however the introduction of the amino- moiety increases the compound′s polarity and is disadvantageous for in vivo use. This limitation was overcome by the synthesis of dirithromycin, a Schiff base pro-drug that dissociates in vivo to erythromycylamine.


Erythromycylamine (CAS 26116-56-3) References

  1. Interactions of macrolide antibiotics (Erythromycin A, roxithromycin, erythromycylamine [Dirithromycin], and azithromycin) with phospholipids: computer-aided conformational analysis and studies on acellular and cell culture models.  |  Montenez, JP., et al. 1999. Toxicol Appl Pharmacol. 156: 129-40. PMID: 10198278
  2. Structure-activity relationships among 9-N-alkyl derivatives of erythromycylamine and their effect on the oxidative burst of human neutrophils in vitro.  |  Abdelghaffar, H., et al. 2002. J Chemother. 14: 132-9. PMID: 12017367
  3. Synthesis and activity of C-21 alkylamino derivatives of (9R)-erythromycylamine.  |  Lartey, PA., et al. 1992. J Antibiot (Tokyo). 45: 380-5. PMID: 1577665
  4. Quantitative determination of erythromycylamine in human plasma by liquid chromatography-mass spectrometry and its application in a bioequivalence study of dirithromycin.  |  Liu, YQ., et al. 2008. J Chromatogr B Analyt Technol Biomed Life Sci. 864: 1-8. PMID: 18296129
  5. Quantitative analysis of erythromycylamine in human plasma by liquid chromatography-tandem mass spectrometry and its application in a bioequivalence study of dirithromycin enteric-coated tablets with a special focus on the fragmentation pattern and carryover effect.  |  Cai, HL., et al. 2014. J Chromatogr B Analyt Technol Biomed Life Sci. 947-948: 156-63. PMID: 24424301
  6. Identifying unknown antibiotics with persistent and bioaccumulative properties and ecological risk in river water in Beijing, China.  |  Bu, Q., et al. 2021. Environ Sci Pollut Res Int. 28: 13515-13523. PMID: 33188518
  7. N-Substituted derivatives of erythromycylamine.  |  Ryden, R., et al. 1973. J Med Chem. 16: 1059-60. PMID: 4583276
  8. Erythromycin VI: kinetics of acid-catalyzed hydrolysis of erythromycin oxime and erythromycylamine.  |  Lazarevski, T., et al. 1978. J Pharm Sci. 67: 1031-3. PMID: 660496
  9. Multi-centre collaborative study for the in vitro evaluation of new macrolides dirithromycin and erythromycylamine. Australian Group for Antimicrobial Resistance (AGAR).  |  Fernandes, CJ., et al. 1995. Pathology. 27: 74-8. PMID: 7603759
  10. Effect of medium pH on the activity of dirithromycin and erythromycylamine in Bactec broth against Mycobacterium avium complex.  |  Moinard, D., et al. 1994. J Antimicrob Chemother. 34: 597-8. PMID: 7868412
  11. Effects of dirithromycin and erythromycylamine on human neutrophil degranulation.  |  Abdelghaffar, H., et al. 1994. Antimicrob Agents Chemother. 38: 1548-54. PMID: 7979287
  12. Investigation of dirithromycin and erythromycylamine uptake by human neutrophils in vitro.  |  Mtairag, EM., et al. 1994. J Antimicrob Chemother. 33: 523-36. PMID: 8040116
  13. Pharmacokinetics of dirithromycin.  |  Sides, GD., et al. 1993. J Antimicrob Chemother. 31 Suppl C: 65-75. PMID: 8478313
  14. In vitro interaction between dirithromycin or its metabolite, erythromycylamine, and oxidative polymorphonuclear metabolism.  |  Moutard, I., et al. 1997. J Antibiot (Tokyo). 50: 53-7. PMID: 9066766

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Erythromycylamine, 1 mg

sc-391546
1 mg
$200.00