Diloxanide furoate

Diloxanide

Systematic (IUPAC) name
4-[(dichloroacetyl)(methyl)amino]phenyl furan-2-carboxylate
Clinical data
Trade names	Entamide
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy cat.	No available data
Legal status	Not approved (US, CA)
Routes	Oral
Pharmacokinetic data
Bioavailability	90% (diloxanide)
Metabolism	Hydrolyzed to furoic acid and diloxanide, which undergoes extensive glucuronidation
Half-life	3 hours
Excretion	Renal (90%), fecal (10%)
Identifiers
CAS number	3736-81-0 N
ATC code	P01AC01
PubChem	CID 19529
DrugBank	DB08792
ChemSpider	18400 Y
KEGG	D02480 Y
ChEMBL	CHEMBL1334860 N
Chemical data
Formula	C14H11Cl2NO4
Mol. mass	328.147 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C14H11Cl2NO4/c1-17(13(18)12(15)16)9-4-6-10(7-5-9)21-14(19)11-3-2-8-20-11/h2-8,12H,1H3 Y Key:BDYYDXJSHYEDGB-UHFFFAOYSA-N Y
N(what is this?)  furoate (verify)

Diloxanide furoate is an anti-protozoal drug used in the treatment of Entamoeba histolytica^[1] and some other protozoal infections.

Safety and effectiveness

A 13-year study conducted by the United States Center for Disease Control between 1977 and 1990 found that this drug had a low incidence of side effects and was successful in treatment of 86% of asymptomatic carriers of Entamoeba histolytica. ^[2]

Availability by country

United States: Not currently approved for use. A CDC study authorized the use of this drug in the treatment of 4,371 cases of Entamoeba histolytica from 1977 to 1990. ^[2]

References

1. ^ Fernandes H, D'Souza CR, Swethadri GK, Naik CN (2009). "Ameboma of the colon with amebic liver abscess mimicking metastatic colon cancer". Indian J Pathol Microbiol 52 (2): 228–30. doi:10.4103/0377-4929.48927. PMID 19332922. http://www.ijpmonline.org/article.asp?issn=0377-4929;year=2009;volume=52;issue=2;spage=228;epage=230;aulast=Fernandes. 
2. ^ ^{a b} McAuley JB, Herwaldt BL, Stokes SL, et al. (1992). "Diloxanide furoate for treating asymptomatic Entamoeba histolytica cyst passers: 14 years' experience in the United States". Clin. Infect. Dis. 15 (3): 464–8. PMID 1520794.