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75199

Sigma-Aldrich

Azithromycin

Sinonimo/i:

CP 62,993

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About This Item

Formula empirica (notazione di Hill):
C38H72N2O12
Numero CAS:
83905-01-5
Peso molecolare:
748.98
Numero MDL:
MFCD00873574
Codice UNSPSC:
12352200
ID PubChem:
329766256
NACRES:
NA.77

Stato

powder

Livello qualitativo

200

Attività ottica

[α]/D −45±2°, c = 1% in ethanol

Spettro attività antibiotica

viruses

applicazioni

environmental

Modalità d’azione

protein synthesis | interferes

Stringa SMILE

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/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/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
MQTOSJVFKKJCRP-BICOPXKESA-N

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Descrizione generale

Azithromycin is a hydrophobic azalide and a derivative of erythromycin. It belongs to the macrolide class of antibodies.

Applicazioni

Azithromycin has been used:

  • to treat synchronized Plasmodium falciparum Dd2 parasites for continuous growth assays to study the antiparasitic mechanisms of doxycycline (DOX)
  • to study its bactericidal activity against Pseudomonas aeruginosa in combination with a recombinant hemolymph plasma lectin (rHPLOE)
  • in evolution experiments to study P. aeruginosa strain PA14’s response to bacteriostatic antibiotics

Azioni biochim/fisiol

Azithromycin is a broad-spectrum antimicrobial agent, effective against infections associated with respiratory tract, skin, tissues, and genital chlamydia. It acts against Gram-negative bacteria (including Enterobacteriaceae) and several Gram-positive organisms. It also acts against Plasmodium falciparum and P. vivax, which are multidrug resistance species that transmit malaria. Azithromycin targets the plasmodial ribosome and prevents protein synthesis. It is soluble in lipids and metabolizes in the liver by undergoing demethylation. It is commonly used to treat community-acquired pneumonia, sexually transmitted diseases, acute otitis media, and acute exacerbation of chronic obstructive pulmonary disease (COPD).

Caratteristiche e vantaggi

  • Rapidly absorbed
  • Shows great tissue penetration and procures high intracellular concentration
  • Distributes widely in body fluids and tissues

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Pittogrammi

Health hazardEnvironment
GHS08,GHS09

Avvertenze

Danger

Indicazioni di pericolo

H317,H334,H410

Classi di pericolo

Aquatic Chronic 1 - Resp. Sens. 1 - Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
069M4826V
118M4884V
107M4760V
036M4776V
115M4886V

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Sigma-Aldrich

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Sigma-Aldrich

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Y0000320

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USP

USP

1046090

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Sigma-Aldrich

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Sigma-Aldrich

17850

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Fidaxomicin ≥95% (HPLC)

Sigma-Aldrich

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Fidaxomicin

Leonard B Bacharier et al.
JAMA, 314(19), 2034-2044 (2015-11-18)
Many preschool children develop recurrent, severe episodes of lower respiratory tract illness (LRTI). Although viral infections are often present, bacteria may also contribute to illness pathogenesis. Strategies that effectively attenuate such episodes are needed. To evaluate if early administration of
Chris S Earl et al.
EMBO molecular medicine, 7(8), 1018-1033 (2015-05-23)
Glucocorticosteroids are used as a main treatment to reduce airway inflammation in people with asthma who suffer from neutrophilic airway inflammation, a condition frequently associated with Haemophilus influenzae colonization. Here we show that glucocorticosteroids have a direct influence on the
Hanna Retallack et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(50), 14408-14413 (2016-12-03)
The rapid spread of Zika virus (ZIKV) and its association with abnormal brain development constitute a global health emergency. Congenital ZIKV infection produces a range of mild to severe pathologies, including microcephaly. To understand the pathophysiology of ZIKV infection, we
Keith C Meyer et al.
The European respiratory journal, 44(6), 1479-1503 (2014-11-02)
Bronchiolitis obliterans syndrome (BOS) is a major complication of lung transplantation that is associated with poor survival. The International Society for Heart and Lung Transplantation, American Thoracic Society, and European Respiratory Society convened a committee of international experts to describe
Katharina Krenn et al.
The Journal of thoracic and cardiovascular surgery, 149(4), 1194-1202 (2015-01-18)
Azithromycin has become a standard of care in therapy of bronchiolitis obliterans following lung transplantation. Matrix metalloprotease-9 broncho-alveolar lavage levels increase in airway neutrophilia and bronchiolitis obliterans. Interleukin-17 may play a role in lung allograft rejection, and interleukin-12 is downregulated
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