Jump to content

Fenticlor

From Wikipedia, the free encyclopedia
Fenticlor
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

[edit]

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

[edit]

The LD50 (rats, oral) of fenticlor is 3250 mg/kg.[1] It may cause photosensitivity.[4]

References

[edit]
  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. ISBN 978-3527306732.
  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): 3466–3469. 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.