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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:
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Nombre del producto

Azithromycin dihydrate, ≥98% (HPLC)

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 key

SRMPHJKQVUDLQE-KUJJYQHYSA-N

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

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

off-white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

Quality Level

Categorías relacionadas

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 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.
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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Visite la Librería de documentos

Travelers' Malaria, 131-131 (2008)
Human Sertoli cells support high levels of Zika virus replication and persistence
Kumar A, et al.
Scientific Reports, 8(1), 5477-5477 (2018)
Paul N Newton et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 68(5), 738-747 (2018-07-19)
Murine typhus, or infection with Rickettsia typhi, is a global but neglected disease without randomized clinical trials to guide antibiotic therapy. A prospective, open, randomized trial was conducted in nonpregnant, consenting inpatient adults with rapid diagnostic test evidence of uncomplicated
Cephalosporin-NO-donor prodrug PYRRO-C3D shows beta-lactam-mediated activity against Streptococcus pneumoniae biofilms
Allan RN, et al.
Nitric Oxide, 65, 43-49 (2017)
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

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