Fenticlor

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Fenticlor
Fentichlor.svg
Clinical data
Routes of
administration
topical
Identifiers
  • Bis[2-hydroxy-5-chlorophenyl] sulfide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.002.336 Edit this at Wikidata
Chemical and physical data
FormulaC12H8Cl2O2S
Molar mass287.15 g·mol−1
Melting point174 °C (345 °F)

Fenticlor (also spelled fentichlor) is an antibacterial and antifungal agent for topical use. It is an antimicrobial agent. It is also used in veterinary medicine.

Synthesis

It is prepared by the AlCl3-catalyzed reaction of 4-chlorophenol with sulfur dichloride.[1] It can also be prepared by chlorination of bis[2-hydroxyphenyl]sulfide.[2][3]

Safety

LD50 (rats, oral) = 3250 mg/kg.[1] It may cause photosensitivity[4]

References

  1. ^ a b Fiege H, Voges HW, Hamamoto T, Umemura S, Iwata T, Miki H, Fujita Y, Buysch HJ, Garbe D, Paulus W (2007). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313.
  2. ^ DE 568944, Muth F, "Verfahren zur Darstellung von Bis-(halogen-oxyaryl)-sulfiden", issued 1931, assigned to I. G. Farben 
  3. ^ Dunning F, Dunning B, Drake WE (1931). "Preparation and Bacteriological Study of Some Symmetrical Organic Sulfides". Journal of the American Chemical Society. 53 (9): 3466. doi:10.1021/ja01360a035.
  4. ^ Burry JN (June 1974). "Letter: Fenticlor, actinic reticuloid, and antihistamines". British Medical Journal. 2 (5918): 556–7. doi:10.1136/bmj.2.5918.556-c. PMC 1610938. PMID 4152080.