Compound ID | 3470

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Triclosan

Synonym(s): Irgasan DP300, Irgacare MP

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Fatty acid synthesis inhibitor. FabI inhibitor
Target Pathogen: Broad-spectrum activity
Description: Synthetic compound; initially approved as additive for oral and skin care products
Institute where first reported: Ciba-Geigy Company, Basel, Switzerland
Year first mentioned: 1964
Highest development stage: Approved by FDA in 1997
Development status: Withdrawn
Reason dropped: Widespread environmental dissemination and its recalcitrant nature is thought to amplify distribution of resistance genes; long-term effects could pose health risks
Chemical structure(s):
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Molecular weight: 289.54
Iso. SMILES: C1=CC(=C(C=C1Cl)O)OC2=C(C=C(C=C2)Cl)Cl
InChI Key: XEFQLINVKFYRCS-UHFFFAOYSA-N
Can. SMILES: C1=C(C=C(C(=C1)OC2=CC=C(C=C2O)Cl)Cl)Cl
InChI: InChI=1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5564
Citations:
  • https://www.sciencedirect.com/science/article/pii/S0196655300900270?via%3Dihub#section.0045
  • https://www.nature.com/articles/28970#Bib1

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