Diloxanide

Title: Diloxanide
CAS Registry Number: 579-38-4
CAS Name: 2,2-Dichloro-N-(4-hydroxyphenyl)-N-methylacetamide
Additional Names: 2,2-dichloro-4¢-hydroxy-N-methylacetanilide; N-dichloroacet-4-hydroxy-N-methylanilide; 4-hydroxy-N-methyldichloroacetanilide
Trademarks: Entamide (Boots)
Molecular Formula: C9H9Cl2NO2
Molecular Weight: 234.08
Percent Composition: C 46.18%, H 3.88%, Cl 30.29%, N 5.98%, O 13.67%
Literature References: Prepn: P. Oxley et al., US 2912438 (1959 to Boots Pure Drug). Spectrophotometric determn in 2-component tablet formulation: S. M. Galal et al., J. Pharm. Belg. 46, 315 (1991). Clinical trial of combination with metronidazole, q.v., in amoebiasis and giardiasis: H. Qureshi et al., J. Int. Med. Res. 25, 167 (1997). Review of clinical experience: J. B. McAuley et al., Clin. Infect. Dis. 15, 464-468 (1992).
Properties: Crystals from ethyl acetate, mp 175°.
Melting point: mp 175°
Derivative Type: Furoate
CAS Registry Number: 3736-81-0
Additional Names: Diloxanide 2-furoic acid ester
Trademarks: Furamide (Knoll)
Therap-Cat: Antiamebic.
Keywords: Antiamebic.
Diltiazem Dimecrotic Acid Dimefline Dimemorfan Dimenhydrinate

Diloxanide
Diloxanide furoate.svg
Systematic (IUPAC) name
4-[(dichloroacetyl)(methyl)amino]phenyl furan-2-carboxylate
Clinical data
Trade names Furamide
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 YesY
KEGG D02480 YesY
ChEMBL CHEMBL1334860 N
Chemical data
Formula C14H11Cl2NO4 
Mol. mass 328.147 g/mol
 N (what is this?)  (verify)

Diloxanide furoate is a luminal amebicide used in the treatment of Amebiasis.[1] It is considered the luminal agent of choice for amebiasis. The drug was discovered by The Boots Company Plc in 1956 and introduced as Furamide. The Furamide brand is now owned by Abbott Laboratories. It is not available in the US. In India it is available as Amicline by Franco-Indian.