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9-Deoxo-9a-aza-9a-homo Erythromycin A Desmethyl Azithromycin (CAS 76801-85-9)

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Alternate Names:
Azaerythromycin A
Application:
CAS Number:
76801-85-9
Purity:
≥95%
Molecular Weight:
734.96
Molecular Formula:
C37H70N2O12
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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9-Deoxo-9a-aza-9a-homo Erythromycin A Desmethyl Azithromycin, identified by the CAS number 76801-85-9, is a semi-synthetic derivative of erythromycin, a well-known macrolide antibiotic. This compound is structurally modified to enhance certain properties, such as stability and binding efficiency. It retains the macrolide core that is pivotal for its mechanism of action—binding to the 50S subunit of bacterial ribosomes. By attaching to this specific ribosomal subunit, the compound inhibits the translocation steps of protein synthesis. This action effectively blocks the addition of new amino acids to nascent peptide chains, thus halting the production of essential proteins required for bacterial growth and survival. In scientific research, 9-Deoxo-9a-aza-9a-homo Erythromycin A Desmethyl Azithromycin has been utilized as a tool to study the structural and functional dynamics of macrolide interaction with bacterial ribosomes. These studies are crucial for understanding how molecular alterations in macrolides affect their action at a cellular level, particularly in terms of ribosomal binding and the inhibition of protein synthesis. Furthermore, research involving this compound assists in elucidating mechanisms behind the efficacy and resistance patterns of macrolide antibiotics, contributing significantly to the field of antibacterial resistance and the development of novel antibacterial agents.


9-Deoxo-9a-aza-9a-homo Erythromycin A Desmethyl Azithromycin (CAS 76801-85-9) References

  1. Synthesis of 9-deoxo-9a-aza-9a-homoerythromycin A 11,12-Hydrogen Borate and Azithromycin 11,12-Hydrogen Borate. A New Procedure to Obtain Azithromycin Dihydrate.  |  Bayod-Jasanada, M., et al. 1997. J Org Chem. 62: 7479-7481. PMID: 11671869
  2. Synthesis, structure-activity relationship, and antimalarial activity of ureas and thioureas of 15-membered azalides.  |  Bukvić Krajačić, M., et al. 2011. J Med Chem. 54: 3595-605. PMID: 21476508
  3. Simulation and experimental study on the mechanism of the chlorination of azithromycin.  |  Guo, Q., et al. 2018. J Hazard Mater. 359: 31-39. PMID: 30014912
  4. Estimating antibiotics use in major cities in China through wastewater-based epidemiology.  |  Han, S., et al. 2022. Sci Total Environ. 826: 154116. PMID: 35219670
  5. 9a,11-cyclic carbamates of 15-membered azalides.  |  Kobrehel, G., et al. 1993. J Antibiot (Tokyo). 46: 1239-45. PMID: 8407586
  6. 9a, 11-Cyclic carbamates of 15-membered azalides.  |  Kobrehel and Gabrijela, et al. 1993. The Journal of Antibiotics. 46.8: 1239-1245.
  7. Semisynthesis of Linear Fragments Corresponding to the Eastern Portion of Azalide Antibiotics  |  Waddell, et al. 1993. Bioorganic & Medicinal Chemistry Letters. 3.8: 1757-1760.
  8. Conformational analysis of 9-deoxo-9a-aza-9a-and 9-deoxo-8a-aza-8a-homoerythromycin A 6, 9-cyclic iminoethers.  |  Lazarevski and Gorjana, et al. 1994. Tetrahedron. 50.42: 12201-12210.
  9. Azalides: synthesis and antibacterial activity of novel 9a-N-(N′-substituted carbamoyl and thiocarbamoyl) derivatives of 9-deoxo-9a-aza-9a-homoerythromycin A.  |  Kujundić and N., et al. 1995. European journal of medicinal chemistry. 30.6: 455-462.
  10. Assignment of the 1H and 13C NMR spectra of 9‐deoxo‐9a‐aza‐9a‐homoerythromycin A, 9‐deoxo‐9a‐aza‐9a‐homoerythromycin A 11, 12‐hydrogenborate and azithromycin 11, 12‐hydrogenborate.  |  Bayod‐Jasanada, et al. 1998. Magnetic resonance in chemistry. 36.3: 217-225.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

9-Deoxo-9a-aza-9a-homo Erythromycin A Desmethyl Azithromycin, 250 mg

sc-210708
250 mg
$385.00