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Merck

PZ0007

Azithromycin dihydrate

≥98% (HPLC), powder, 50S ribosomal subunit formation and elongation inhibitor

Sinónimos:

1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10- trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylohexopyranosyl]oxy]-, [2R-(2R, 3S, 4R, 5R, 8R, 10R, 11R, 12S, 13S, 14R)]- dihydrate, N-Methyl-11-aza-10-deoxo-10-dihydroerythromycin A, CP-62993

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C38H72N2O12 · 2H2O
Número CAS:
Peso molecular:
785.02
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
protect from light
Servicio técnico
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Nombre del producto

Azithromycin dihydrate, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

off-white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

SMILES string

O.O.CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O

InChI

1S/C38H72N2O12.2H2O/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28;;/h20-33,35,41-43,45-46H,15-19H2,1-14H3;2*1H2/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-;;/m1../s1

InChI key

SRMPHJKQVUDLQE-KUJJYQHYSA-N

Application

Azithromycin dihydrate has been used:
  • in blocking buffer (5% bovine serum albumin) for indirect immunofluorescence
  • in treating the U87 cells for cell-viability assay and flow cytometry analysis to study the Zika virus infection in glial cells
  • in antibiotic co-treatment experiments, to compare its antibacterial activity with PYRRO-C3D against Streptococcus pneumoniae biofilms

Biochem/physiol Actions

Azithromycin is a non-β-lactam antibody, effective against infections associated with respiratory tract, skin, tissues and genital chlamydia. It also acts against Plasmodium falciparum and P. vivax, which are multidrug resistance species that transmit malaria. Azithromycin targets the ribosome and prevents protein synthesis. It is soluble in lipids and metabolizes in liver by undergoing demethylation.
Azithromycin dihydrate is a macrolide antibiotic with anti-immunomodulatory/anti-inflammatory properties.
Azithromycin dihydrate is a macrolide antibiotic, azalide subclass. It binds to the 50S subunit of the 70S bacterial ribosomes and inhibits RNA-dependent protein synthesis in bacterial cells. Azithromycin also has anti-immunomodulatory/anti-inflammatory properties, which make it useful in treating cystic fibrosis.


Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Travelers' Malaria, 131-131 (2008)
Alexander J Currie et al.
Frontiers in cellular and infection microbiology, 10, 372-372 (2020-08-15)
Excessive inflammation by phagocytes during Aspergillus fumigatus infection is thought to promote lung function decline in CF patients. CFTR modulators have been shown to reduce A. fumigatus colonization in vivo, however, their antifungal and anti-inflammatory mechanisms are unclear. Other treatments
Zika virus cell tropism in the developing human brain and inhibition by azithromycin
Retallack H, et al.
Proceedings of the National Academy of Sciences of the USA, 113(50), 14408-14413 (2016)