Chemicals and Drugs

Azithromycin

A semi-synthetic macrolide antibiotic structurally related to ERYTHROMYCIN. It has been used in the treatment of Mycobacterium avium intracellulare infections, toxoplasmosis, and cryptosporidiosis.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A semi-synthetic macrolide antibiotic structurally related to ERYTHROMYCIN. It has been used in the treatment of Mycobacterium avium intracellulare infections, toxoplasmosis, and cryptosporidiosis.

Chemical Identity

Chemical Information

Molecular Formula
C38H72N2O12
Molecular Weight
749.0 g/mol
CAS Registry No.
83905-01-5
IUPAC Name
(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
InChIKey
MQTOSJVFKKJCRP-BICOPXKESA-N
SMILES
CC[C@@H]1[C@@]([C@@H]([C@H](N(C[C@@H](C[C@@]([C@@H]([C@H]([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
MeSH Unique ID
D017963
Source
PubChem CID 447043

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

18 entry terms
  • Azythromycin
  • Azadose
  • Azithromycin Dihydrate
  • Azithromycin Monohydrate
  • Azitrocin
  • CP-62993
  • Goxal
  • Sumamed
  • Toraseptol
  • Ultreon
  • Vinzam
  • Zentavion
  • Zithromax
  • Zitromax
  • CP 62993
  • CP62993
  • Dihydrate, Azithromycin
  • Monohydrate, Azithromycin

MeSH Record

Aspects Covered

26 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

94; was AZITHROMYCIN (NM) 1987-93

MeSH Record

Previous Indexing

  • Erythromycin/analogs & derivatives (1987-1993)

MeSH Hierarchy

Tree Number

  1. D02w.540w.576w.500w.992w.050w

AMA Style

References

  1. National Library of Medicine. Azithromycin. Medical Subject Headings (MeSH). 2026. Unique ID D017963. http://id.nlm.nih.gov/mesh/2026/D017963
  2. Azithromycin. In: Wikipedia. https://en.wikipedia.org/wiki/Azithromycin
  3. Azithromycin. In: Wikidata. https://www.wikidata.org/wiki/Q165399
  4. Azithromycin. In: PubChem Compound. CID 447043. https://pubchem.ncbi.nlm.nih.gov/compound/447043