diloxanide furoate

Description

diloxanide furoate · CAS 3736-81-0 · C14H11Cl2NO4. UNII YP4N72IW34. LogP: 2.24.

Identification

CAS Registry Number	3736-81-0
PubChem CID	19529
Molecular formula	C14H11Cl2NO4
IUPAC name	[4-[(2,2-dichloroacetyl)-methylamino]phenyl] furan-2-carboxylate
UNII (FDA)	YP4N72IW34

Computed Descriptors

Molecular Weight	328.1
XLogP3	3.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Exact Mass	327.0065132
Monoisotopic Mass	327.0065132
Topological Polar Surface Area	59.8
Heavy Atom Count	21
Formal Charge	0

Physical & Chemical Properties

LogP	2.24

Physical description & handling notes

• Solid
• >49.2 [ug/mL] (The mean of the results at pH 7.4)
• 171.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• Diloxanide is a luminal amebicide, however the mechanism of action of diloxanide is unknown. Diloxanide destroys the trophozoites of E. histolytica that eventually form into cysts. The cysts are then excreted by persons infected with asymptomatic amebiasis. Diloxanide furoate is a prodrug, and is hydrolyzed in the gastrointestinal tract to produce diloxanide, the active ingredient.

GHS Hazard Classification

Reported hazard statements	H302 (100%)

Documented Uses

• Diloxanide is used alone as a primary agent in the treatment of asymptomatic (cyst passers) intestinal amebiasis caused by Entamoeba histolytica. Diloxanide may also be used concurrently, or sequentially, with other agents such as the nitroimidazoles (eg. metronidazole) in the treatment of invasive or extraintestinal forms of amebiasis.
• Agents which are destructive to amebae, especially the parasitic species causing AMEBIASIS in man and animal.
• Bioavailability is 90% (in diloxanide parental form), however diloxanide furoate is slowly absorbed from the gastrointestinal tract.
• Renal (90%, rapidly excreted as glucuronide metabolite). 10% is excreted in the feces as diloxanide.
• Hydrolyzed to furoic acid and diloxanide, which undergoes extensive glucuronidation (99% of diloxanide occurs as glucuronide and 1% as free diloxanide in the systemic circulation).
• Unknown. Diloxanide may inhibit protein synthesis.

Synonyms

DILOXANIDE FUROATE; 3736-81-0; Dichlofurazol; Furentomin; Amebiazol; Histomibal; Entamide furoate; Diloxanid furoate; Diclofurazol; Miforon; 8073 CB; DTXSID8048999; Diloxanidi furoas; NSC-759146; YP4N72IW34; Diloxanide furoate (USP)

Frequently Asked Questions

What are the CAS number and molecular formula of diloxanide furoate?

CAS 3736-81-0; molecular formula C14H11Cl2NO4; molecular weight — g/mol.

What other names is diloxanide furoate known by?

DILOXANIDE FUROATE, 3736-81-0, Dichlofurazol, Furentomin, Amebiazol, Histomibal.

Is diloxanide furoate classified as hazardous?

Hazard statements reported: H302.

What are the key physical properties of diloxanide furoate?

LogP: 2.24.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.