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Merck

75199

Sigma-Aldrich

Azithromycin

Sinónimos:

CP 62,993

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About This Item

Fórmula empírica (notación de Hill):
C38H72N2O12
Número de CAS:
Peso molecular:
748.98
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

optical activity

[α]/D −45±2°, c = 1% in ethanol

antibiotic activity spectrum

viruses

application(s)

environmental

mode of action

protein synthesis | interferes

SMILES string

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

InChI key

MQTOSJVFKKJCRP-BICOPXKESA-N

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General description

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

Application

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

Biochem/physiol Actions

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).

Features and Benefits

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazardEnvironment

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)


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