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diloxanide

diloxanide Structure
CAS No.
579-38-4
Chemical Name:
diloxanide
Synonyms
RD3803;RD 3803;RD-3803;Diloxanid;diloxanide;Diloxanida;diloxanide USP/EP/BP;α,α-Dichloro-4'-hydroxy-N-methylacetanilide;2,2-dichloro-N-(4-hydroxyphenyl)-N-methylacetamide;2,2-dichloro-N-(4-hydroxyphenyl)-N-methyl-acetamide
CBNumber:
CB5875447
Molecular Formula:
C9H9Cl2NO2
Molecular Weight:
234.08
MOL File:
579-38-4.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:12

diloxanide Properties

Melting point 175°
Boiling point 356.2±42.0 °C(Predicted)
Density 1.439±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO:33.33(Max Conc. mg/mL);142.39(Max Conc. mM)
form Solid
pka 9.95±0.15(Predicted)
color Light brown to brown

diloxanide Chemical Properties,Uses,Production

Uses

Diloxanide is also active against cysts and trophozoites localized in the lumen of the intestine, and it is used for treating the carrier E. histolytica, as well as for treating asymptomatic or moderate forms of amebiasis. In the transition stage to trophozoites, the drug is less active than iodoquinol. A synonym of this drug is furamide.

Antimicrobial activity

Diloxanide inhibits E. histolytica with unusually high specificity at concentrations of 0.01–0.1 mg/L.

Acquired resistance

No resistance has been reported. Patients with dysentery have lower cure rates than cyst excreters.

Pharmaceutical Applications

Dichloro(hydroxyphenyl)methylacetamide. Available as an insoluble ester, the furoate, for oral administration.

Pharmacokinetics

Human pharmacokinetic data are limited. Animal data show that diloxanide furoate is rapidly absorbed from the intestine. The furoate is hydrolyzed in the gut, leaving high intraluminal concentrations of free diloxanide. About 75% is excreted via the kidney within 48 h, mostly as a glucuronide.

Clinical Use

Furamide, or eutamide, is the 2-furoate ester of 2,2-dichloro-4 -hydroxy-N-methylacetanilide. It was developed as a resultof the discovery that various α,α-dichloroacetamidespossessed amebicidal activity in vitro. Diloxanide itself andmany of its esters are also active, and drug metabolism studiesindicate that hydrolysis of the amide is required for theamebicidal effect. Nonpolar esters of diloxanide are morepotent than polar ones. Diloxanide furoate has been used inthe treatment of asymptomatic carriers of E. histolytica. Itseffectiveness against acute intestinal amebiasis or hepaticabscesses, however, has not been established. Diloxanidefuroate is a white crystalline powder. It is administered orallyonly as 500-mg tablets and may be obtained in the UnitedStates from the CDC in Atlanta, Georgia.

Side effects

It is well tolerated, but flatulence is common, and nausea and vomiting may occur.

diloxanide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 26)Suppliers
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Hefei TNJ Chemical Industry Co.,Ltd. 0551-65418671 China 34571 58 Inquiry
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Shaanxi Didu New Materials Co. Ltd +86-89586680 +86-13289823923 China 9003 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 United States 19973 58 Inquiry
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Guangzhou Yunmen Biotechnology Co., Ltd 18902340307 18902340307 China 9246 58 Inquiry
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Shanghai Gukang Biotechnology Co., LTD 021-34080528 13564510648 China 123 58 Inquiry
diloxanide α,α-Dichloro-4'-hydroxy-N-methylacetanilide 2,2-dichloro-N-(4-hydroxyphenyl)-N-methylacetamide 2,2-dichloro-N-(4-hydroxyphenyl)-N-methyl-acetamide 2,2-dichloro-N-(4-hydroxyphenyl)-N-methyl-ethanamide Acetamide, 2,2-dichloro-N-(4-hydroxyphenyl)-N-methyl- diloxanide USP/EP/BP Diloxanid Diloxanida RD 3803 RD3803 RD-3803 infection,inhibit,Entamoeba histolytica,anti-protozoal,Parasite,amoebic colitis,Diloxanide,Inhibitor,luminal amebicide 579-38-4