fenticlor

{{Drugbox

| IUPAC_name = Bis[2-hydroxy-5-chlorophenyl] sulfide

| image = Fentichlor.svg

| width = 180

| tradename =

| routes_of_administration = topical

| CAS_number = 97-24-5

| PubChem = 7329

| ChemSpiderID = 7052

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = D61659OVD0

| KEGG = D04164

| ChEMBL = 473535

| C=12 | H=8 | Cl=2 | O=2 | S=1

| melting_point = 174

}}

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.

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Synthesis

It is prepared by the AlCl₃-catalyzed reaction of 4-chlorophenol with sulfur dichloride.{{Ullmann| vauthors = Fiege H, Voges HW, Hamamoto T, Umemura S, Iwata T, Miki H, Fujita Y, Buysch HJ, Garbe D, Paulus W | contribution=Phenol Derivatives | year=2007 | doi=10.1002/14356007.a19_313}} It can also be prepared by chlorination of bis[2-hydroxyphenyl]sulfide.{{Cite patent| country = DE | number = 568944 | | title = Verfahren zur Darstellung von Bis-(halogen-oxyaryl)-sulfiden | inventor = Muth F | assign1 = I. G. Farben | gdate = 1931 }}{{cite journal | doi = 10.1021/ja01360a035| title = Preparation and Bacteriological Study of Some Symmetrical Organic Sulfides| journal = Journal of the American Chemical Society| volume = 53| issue = 9| pages = 3466–3469| year = 1931| vauthors = Dunning F, Dunning B, Drake WE | bibcode = 1931JAChS..53.3466D}}

Safety

The {{LD50}} (rats, oral) of fenticlor is 3250 mg/kg. It may cause photosensitivity.{{cite journal | vauthors = Burry JN | title = Letter: Fenticlor, actinic reticuloid, and antihistamines | journal = British Medical Journal | volume = 2 | issue = 5918 | pages = 556–7 | date = June 1974 | pmid = 4152080 | pmc = 1610938 | doi = 10.1136/bmj.2.5918.556-c }}

References

Category:Chloroarenes