3,3',4',5-Tetrachlorosalicylanilide
Antiseptic soaps and skin preparations once contained 3,4',5-tetrachlorosalicylanilide, a halogenated antimicrobial that disrupts microbial cell membranes and denatures proteins on contact. That non-specific chemical action gives rapid broad-spectrum activity against bacteria and fungi on the skin surface, and it operates without a defined molecular receptor. Reports of skin sensitisation and of photosensitivity reactions in exposed individuals ended its widespread use, and the compound is now rarely encountered in medical or consumer products. Photocontact allergy associated with halogenated salicylanilides is a recognised episode in the history of cosmetic and antiseptic regulation. The molecule is C13H7Cl4NO2 with a mass near 351.0 g/mol.
An antimicrobial compound that was historically used in antiseptic soaps and skin preparations to kill bacteria and fungi on the skin's surface. It fell out of widespread use after concerns arose about skin sensitization and photosensitivity reactions in some individuals. Today it is rarely encountered in modern medical or consumer products.
分子量
351.0000 g/mol
LogP
5.90
TPSA
49.30 Ų
Lipinski 五规则
符合
治疗领域
作用机制
Disrupts microbial cell membranes and denatures proteins on contact, producing rapid broad-spectrum antimicrobial activity on skin and wound surfaces.
Pharmacokinetics (PK)
Pharmacodynamics (PD)
Disrupts microbial cell membranes and denatures proteins on contact, producing rapid broad-spectrum antimicrobial activity on skin and wound surfaces.
二维结构
Cite this structure
Embed this structure
SMILES
O=C(Nc1ccc(Cl)c(Cl)c1)c1cc(Cl)cc(Cl)c1O
InChI
InChI=1S/C13H7Cl4NO2/c14-6-3-8(12(19)11(17)4-6)13(20)18-7-1-2-9(15)10(16)5-7/h1-5,19H,(H,18,20)
Molecular Formula
C13H7Cl4NO2
HBD / HBA
2 / 2
可旋转键数
2
重原子数
20
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
常见问题
An antimicrobial compound that was historically used in antiseptic soaps and skin preparations to kill bacteria and fungi on the skin's surface. It fell out of widespread use after concerns arose about skin sensitization and photosensitivity reactions in some individuals. Today it is rarely encountered in modern medical or consumer products.
Disrupts microbial cell membranes and denatures proteins on contact, producing rapid broad-spectrum antimicrobial activity on skin and wound surfaces.
Yes, 3,3',4',5-Tetrachlorosalicylanilide is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL291338. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 14385. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-08-20.
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