ChemicalBook--->CAS DataBase List--->3736-81-0

3736-81-0

3736-81-0 Structure

3736-81-0 Structure
IdentificationMore
[Name]

Diloxanide furoate
[CAS]

3736-81-0
[Synonyms]

2,2-DICHLORO-N-(4-HYDROXYPHENYL)-N-METHYLACETAMIDE 2-FUROIC ACID ESTER
DILOXANIDE FUROATE
2-furancarboxylicacid,4-((dichloroacetyl)methylamino)phenylester
2-furoicacid,esterwith2,2-dichloro-4’-hydroxy-n-methylacetanilide
8073cb
amebiazol
dichlofurazol
diclofurazol
diloxanidfuroate
entamide2-furoate
entamidefuroate
furamide
furamide(amebicide)
furentomin
histomibal
4-[(dichloroacetyl)methylamino]phenyl 2-furoate
Diloxanide 2-furoic acid ester
[EINECS(EC#)]

223-108-1
[Molecular Formula]

C14H11Cl2NO4
[MDL Number]

MFCD00083302
[Molecular Weight]

328.15
[MOL File]

3736-81-0.mol
Chemical PropertiesBack Directory
[Melting point ]

111-114 °C
[Boiling point ]

438.4±45.0 °C(Predicted)
[density ]

1.424±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

-0?+-.0.50(Predicted)
[color ]

Off-White to Light Beige
[BCS Class]

4
[Major Application]

pharmaceutical (small molecule)
[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
[InChIKey]

BDYYDXJSHYEDGB-UHFFFAOYSA-N
[SMILES]

CN(C(=O)C(Cl)Cl)c1ccc(OC(=O)c2ccco2)cc1
[CAS DataBase Reference]

3736-81-0(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

LV1821800
[HS Code ]

2924296000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
[Toxicity]

mouse,LDLo,oral,710mg/kg (710mg/kg),Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985.
Hazard InformationBack Directory
[Uses]

Antidiarrhoeals / Antiprotozoles
[Uses]

Furamide is an ambecide, an anti-protozoal drug used in the treatment of amoebozoa infections.
[Uses]

selective agonist for delta-opioid receptor
[Definition]

ChEBI: Diloxanide furoate is a carboxylic ester resulting from the formal condensation of the carboxy group of furan-2-carboxylic acid with the hydroxy group of 2,2-dichloro-N-(4-hydroxyphenyl)-N-methylacetamide. It is a drug used for the treatment of asymptomatic amebiasis. It has a role as an antiamoebic agent and a prodrug. It is a member of furans, a carboxylic ester, a tertiary carboxamide and an organochlorine compound.
[Indications]

Diloxanide furoate (Furamide) is an amebicide that is effective against trophozoites in the intestinal tract. In mild or asymptomatic infections, cures of 83 to 95% have been achieved; in patients with dysentery, cure rates may be less impressive. The drug is administered only orally and is rapidly absorbed from the gastrointestinal tract following hydrolysis of the ester group. It is remarkably free of side effects, but occasionally flatulence, abdominal distention, anorexia, nausea, vomiting, diarrhea, pruritus, and urticaria occur. Diloxanide is excreted in the urine, largely as the glucuronide. It is not available in the United States.
[Clinical Use]

Diloxanide furoate (available from the Centers for Disease Control and Prevention [CDC]) is prescribed for the treatment of asymptomatic amebiasis but is ineffective as a single agent for the extraintestinal form of the disease. The drug is administered orally and is hydrolyzed in the gut to give diloxanide, which is considered to be the active drug. Diloxanide is the only form identified in the bloodstream. The drug is found in the urine as the glucuronide.
[in vivo]

Diloxanide furoate (oral administraion; 75-200 mg/kg; 3 days; once daily) is effective at different dose of dayin weanling rats. At 200 mg/kg, 100% of the treated rats are cured and no amoebic lesions are observed in the caecum. Besides, 85%,77%, and 44.4% of the treated rats are cured at the dose 150 mg/kg, 100 mg/kg, and 75 mg/kg, respectively. The ED50 value is 77.9 mg/kg for this agent in rats[2].

Animal Model:Weanling Wistar rats[2]
Dosage:200 mg/kg; 150 mg/kg; 100 mg/kg; 75 mg/kg
Administration:Oral administraion; 75-200 mg/kg; 3 days; once daily
Result:Was against intestinal (caecal) amoebiasis in rats.
[IC 50]

Amebae
Spectrum DetailBack Directory
[Spectrum Detail]

Diloxanide furoate(3736-81-0)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

3736-81-0(sigmaaldrich)
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