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Diloxanide furoate

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CAS:3736-81-0
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Diloxanide furoate manufacturers

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Diloxanide furoate Basic information
Product Name:Diloxanide furoate
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
CAS:3736-81-0
MF:C14H11Cl2NO4
MW:328.15
EINECS:223-108-1
Product Categories:
Mol File:3736-81-0.mol
Diloxanide furoate Structure
Diloxanide furoate Chemical Properties
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)
pka-0?+-.0.50(Predicted)
form Solid
color Off-White to Light Beige
BCS Class4
Major Applicationpharmaceutical (small molecule)
InChI1S/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
InChIKeyBDYYDXJSHYEDGB-UHFFFAOYSA-N
SMILESCN(C(=O)C(Cl)Cl)c1ccc(OC(=O)c2ccco2)cc1
CAS DataBase Reference3736-81-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
WGK Germany 3
RTECS LV1821800
HS Code 2924296000
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Toxicitymouse,LDLo,oral,710mg/kg (710mg/kg),Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985.
MSDS Information
ProviderLanguage
SigmaAldrich English
Diloxanide furoate Usage And Synthesis
Usesselective agonist for delta-opioid receptor
UsesAntidiarrhoeals / Antiprotozoles
UsesFuramide is an ambecide, an anti-protozoal drug used in the treatment of amoebozoa infections.
DefinitionChEBI: 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.
IndicationsDiloxanide 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 UseDiloxanide 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 50Amebae
Diloxanide furoate Preparation Products And Raw materials
Tag:Diloxanide furoate(3736-81-0) Related Product Information
Acetaminophen Sodium dichloroisocyanurate Dichloroethane Dichloroacetic acid diloxanide Diisopropylammonium dichloroacetate 4'-Aminoacetanilide Tris(trimethylsilyl)phosphate Thionyl chloride Quinclorac Dichlorodimethylsilane DICHLOROISOCYANURIC ACID N,N-Dimethylacetamide 2-Furoic acid 4-Acetoxyacetanilide Quinfamide Furfural 2-CHLORO-N-(4-METHOXY-PHENYL)-ACETAMIDE

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