diloxanide diloxanide diloxanide is a medication used to treat amoeba infections. in places where infections are not common, it is a second line treatment after paromomycin when a person has no symptoms. for people who are symptomatic, it is used after treatment with metronidazole or tinidazole. it is taken by mouth. diloxanide furoateclinical datatrade namesfuramideahfs/drugs.commicromedex detailed consumer informationpregnancycategory no available data routes ofadministrationby mouthatc codep01ac01 (who) legal statuslegal status ca: not approved us: not approved pharmacokinetic databioavailability90% (diloxanide)metabolismhydrolyzed to furoic acid and diloxanide, which undergoes extensive glucuronidationelimination half-life3 hoursexcretionkidney (90%), fecal (10%)identifiers iupac name 4-phenyl furan-2-carboxylate cas number3736-81-0 npubchem cid19529drugbankdb08792 ychemspider18400 yuniiyp4n72iw34keggd02480 ychemblchembl1334860 ncomptox dashboard (epa)dtxsid0022939 echa infocard100.008.583 chemical and physical dataformulac14h11cl2no4molar mass328.15 g·mol−13d model (jsmol)interactive imagemelting point112.5 to 114 °c (234.5 to 237.2 °f) smiles o=c(oc1ccc(n(c(=o)c(cl)cl)c)cc1)c2occc2 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 ykey:bdyydxjshyedgb-uhfffaoysa-n y ny (what is this?) (verify) diloxanide generally has mild side effects. side effects may include flatulence, vomiting, and itchiness. during pregnancy it is recommended that it be taken after the first trimester. it is a luminal amebicide meaning that it only works on infections within the intestines. diloxanide came into medical use in 1956. it is on the world health organization's list of essential medicines. it is not commercially available in much of the developed world as of 2012. medical uses diloxanide furoate works only in the digestive tract and is a lumenal amebicide. it is considered second line treatment for infection with amoebas when no symptoms are present but the person is passing cysts, in places where infections are not common. paromomycin is considered the first line treatment for these cases. for people who are symptomatic, it is used after treatment with ambecides that can penetrate tissue, like metronidazole or tinidazole. diloxanide is considered second-line, while paromomycin is considered first line for this use as well. adverse effects side effects include flatulence, itchiness, and hives. in general, the use of diloxanide is well tolerated with minimal toxicity. although there is no clear risk of harm when used during pregnancy, diloxanide should be avoided in the first trimester if possible. diloxanide furoate is not recommended in women who are breast feeding, and in children <2 years of age. pharmacology diloxanide furoate destroys trophozoites of e. histolytica and prevents amoebic cyst formation. the exact mechanism of diloxanide is unknown. diloxanide is structurally related to chloramphenicol and may act in a similar fashion by disrupting the ribosome the prodrug, diloxanide furoate, is metabolized in the gastrointestinal tract to release the active drug, diloxanide. 90% of each dose is excreted in the urine and the other 10% is excreted in the feces. society and culture it is on the world health organization's list of essential medicines. the drug was discovered by boots uk in 1956, and introduced as furamide; it was not available in much of the developed world as of 2012.