Fenticlor

Fenticlor
Clinical data

Routes of administration	topical
Identifiers
IUPAC name Bis[2-hydroxy-5-chlorophenyl] sulfide
CAS Number	97-24-5
PubChem CID	7329
ChemSpider	7052
UNII	D61659OVD0
KEGG	D04164
ChEMBL	ChEMBL473535
CompTox Dashboard (EPA)	DTXSID4026137
ECHA InfoCard	100.002.336
Chemical and physical data
Formula	C₁₂H₈Cl₂O₂S
Molar mass	287.15 g·mol⁻¹
Melting point	174 °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

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

References

^ ^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.
^ DE 568944, Muth F, "Verfahren zur Darstellung von Bis-(halogen-oxyaryl)-sulfiden", issued 1931, assigned to I. G. Farben
^ 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.
^ 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.

v t e Antiseptics and disinfectants (D08)
Acridine derivatives	Ethacridine lactate 9-Aminoacridine Euflavine
Biguanides and amidines	Dibrompropamidine Chlorhexidine^# Propamidine Hexamidine Polihexanide
Phenol and derivatives	Hexachlorophene Policresulen Phenol Triclosan Triclocarban Chloroxylenol^# Biphenylol Fenticlor
Nitrofuran derivatives	Nitrofurazone
Iodine products	Iodine/octylphenoxypolyglycolether Povidone-iodine^# Diiodohydroxypropane
Quinoline derivatives	Dequalinium Chlorquinaldol Oxyquinoline Clioquinol
Quaternary ammonium compounds	Benzalkonium Benzethonium chloride Cetrimonium (bromide/chloride) Cetylpyridinium Cetrimide Benzoxonium chloride Didecyldimethylammonium chloride
Mercurial products	Mercuric amidochloride Phenylmercuric borate Mercuric chloride Merbromin Nitromersol Thiomersal Mercuric iodide
Silver compounds	Silver nitrate
Alcohols	Propanol (propyl alcohol) Isopropanol (isopropyl alcohol) Ethanol (ethyl alcohol)^#
Other	Potassium permanganate Sodium hypochlorite Halazone Monalazone Hydrogen peroxide Eosin Chloramine-T (tosylchloramide) Octenidine dihydrochloride
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

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