Azithromycin An azalide macrolide antibiotic

Azithromycin (CAS 83905-01-5)

Azithromycin | CAS 83905-01-5 is rated 5.0 out of 5 by 1.
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Synonym: CP 62993
Application: An azalide macrolide antibiotic
CAS Number: 83905-01-5
Purity: 958 ug/mg
Molecular Weight: 748.98
Molecular Formula: C38H72N2O12
* Refer to Certificate of Analysis for lot specific data (including water content).
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Azithromycin is an azalide antibiotic, which inhibits the growth of gram negative bacteria, such as Haemophilus influenza. Azithromycin functions by interfering with 50S ribosomal subunit formation and translation, which inhibits the formation of proteins essential for bacterial survival. Studies involving capillary electrophoresis suggest that Azithromycin can be used as a chiral selector for enantiomeric separation of compounds. In addition, Azithrmycin can be used to increase chloride efflux and selectively reduces tumor necrosis factor α in human cystic fibrosis cells. Furthermore, Azithromycin reduces LPS-induced pulmonary neutrophilia in mice, via suppressing the expression of IL-1β.


References

1. Mabe, S., et al. 2004. Curr. Microbiol. 49: 248-254. PMID: 15386112
2. Cigana, C., et al. 2007. Antimicrob. Agents Chemother. 51: 975-981. PMID: 17210769
3. Saint-Criq, V., et al. 2011. Antimicrob Agents Chemother. [Epub ahead of print]. PMID: 21220528
4. Kumar, A.P. and Park, J.H. 2011. J Chromatogr A. 1218: 1314-1317. PMID: 21256503

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (100 mg/ml at 25° C), ethanol (100 mg/ml at 25° C), water (<1 mg/ml at 25° C), DMF (16 mg/ml), and ethanol:PBS(1:1 pH 7.2) (~0.5 mg/ml).
Storage :
Store at -20° C
Melting Point :
114° C
Boiling Point :
~822.1° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.54 (Predicted)
Optical Activity :
α20/D -45°±2°, c = 1 in ethanol
IC50 :
CYP3A4: IC50 >10 µM (human); THP-1: IC50 >50 µM (human); HepG2: IC50 >50 µM (human); PADI4: IC50 >10 mM (human); Plasmodium falciparum: IC50 = 0.5 ug/ml
pK Values :
pKa: 8.74, pKb: 8.59 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
RN6960000
PubChem CID :
55185
Merck Index :
14: 915
MDL Number :
MFCD00873574
Beilstein Registry :
5387583
SMILES :
CC[C@@H]1[C@@]([C@@H]([C@H](N(C[C@@H](C[C@@]([C@@H](C([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)C)O)(C)O

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Azithromycin  Product Citations

See how others have used Azithromycin. Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 28535933  Lee, N. et al. 2017. Antiviral Res. 144: 48-56.

PMID: # 28369077  Vandooren, J. et al. 2017. PLoS ONE. 12: e0174853.

PMID: # 27552406  Kam, WR. et al. 2016. Invest. Ophthalmol. Vis. Sci. 57: 4287-94.

Citations 1 to 3 of 3 total

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. Azithromycin, sc-254949, is in white crystalline powder form.
Answered by: Chemical Support 4
Date published: 2017-05-02
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Rated 5 out of 5 by from Kumar et al Kumar et al. (PubMed ID 21256503) used Azithromycin as a chiral selector for the enantiomeric separations of five chiral drugs and one amino acid (tryptophan) in capillary electrophoresis. -SCBT Publication Review
Date published: 2015-05-04
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