cefotiam

Also known as (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid, CTM, Cefotiamum

Cefotiam is a parenteral third-generation cephalosporin antibiotic. It has broad-spectrum activity against Gram-positive and Gram-negative bacteria. As a beta-lactam, its bactericidal activity results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins.

In the Vinony graph

Vinony's link graph records 188 inbound references to cefotiam, and connects out to antibiotic, Pseudomonas aeruginosa and route of administration.

It is catalogued under topics including Alpha-Amino acids, Cephalosporin antibiotics and Dimethylamino compounds.

Vinony links it to 14 Wikipedia language editions.

Chemical data

Formula: C18H23N9O4S3
Molecular weight: 525.6 g/mol
IUPAC name: (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
InChIKey: QYQDKDWGWDOFFU-IUODEOHRSA-N
XLogP: -2.4
Polar surface area: 251 Å²
H-bond donors: 3
H-bond acceptors: 13
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1988
Admin. routes: parenteral
Indications: bacterial disease

via ChEMBL · EBI

Research

723 papers

Cefotiam hexetil.International journal of antimicrobial agents · 1995
Clinical pharmacokinetics of cefotiam.Clinical pharmacokinetics · 1989
Cefotiam Treatment in Children: Evidence of Subtherapeutic Levels.Therapeutic drug monitoring · 2020
Study on Isomeric Impurities in Cefotiam Hydrochloride.Frontiers in chemistry · 2020
Cefotiam-induced IgE-mediated occupational contact anaphylaxis of nurses; case reports, RAST analysis, and a review of the literature.Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology · 1994

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 525.104
Has use: medication

Show 6 more facts

chemical formula: C₁₈H₂₃N₉O₄S₃
Commons category: Cefotiam
isomeric SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
canonical SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
World Health Organisation international non-proprietary name: cefotiam
subject has role: bactericide

Sources (4)

via Wikidata · CC0

~4 min read

Encyclopedic overview

7 sections

Contents

Medical uses
Dosage
Spectrum of bacterial susceptibility
Adverse effects
Mechanism of action
References
Further reading

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Excerpted from Wikipedia’s “cefotiam” article, available under the CC BY-SA 4.0 licence.