CAS： 53716-50-0
MF： C15H13N3O3S
Appearance： COA
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Description |
Oxfendazole is a broad-spectrum benzimidazole anthelmintic and a sulfoxide metabolite of fenbendazole. |
| Therapeutic Function | Primarily used as an anthelmintic to protect livestock against various parasites. |
| Veterinary Use | Oxfendazole is commonly used for treating parasitic infections in livestock (e.g., roundworms, strongyles, pinworms, lungworms, and tapeworms). |
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Veterinary Drugs and Treatments |
Oxfendazole (Synanthic?) is indicated in cattle for the removal and control of lungworms, roundworms (including inhibited forms of Ostertagia ostertagi) and tapeworms. Oxfendazole as Benzelmin? was indicated (no longer marketed in the USA) for the removal of the following parasites in horses: large roundworms (Parascaris equorum), large strongyles (S. edentatus, S. equinus, S. vulgaris), small strongyles, and pinworms (Oxyuris equi). Oxfendazole has also been used extra-label in sheep, goats, and swine; see Dosage section for more information. |
| Immune Support in Treatment | Efficacy improved in immunocompetent subjects. Lower efficacy observed in immunodeficient strains, suggesting immune support aids in treatment. |
| Manufacturing Process | Involves a series of chemical reactions to synthesize 6-phenylsulfinyl-2-carbomethoxyaminobenzimidazole, which is recrystallized for purity. |
InChI:InChI=1/C15H13N3O3S/c1-21-15(19)18-14-16-12-8-7-11(9-13(12)17-14)22(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
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Reduced treatment efficacy of oxfendazole in immunodeficient mice. (A–H) Indicated mouse strains were naturally infected with Litomosoides sigmodontis and treated orally with 5 or 12.5 mg/kg oxfendazole twice per day for 5 days starting 35 days after the infection. Combination of oxfendazole with interleukin-5 improves macrofilaricidal treatment efficacy in shortened treatment regimen.
A similar half-life of oxfendazole (9.21 to 11.8 h) was observed across all dose groups evaluated, and oxfendazole exhibited significantly less than a dose-proportional increase in exposure. Oxfendazole plasma exposures were higher in female subjects than in male subjects. Following daily administration, oxfendazole reached a steady state in plasma on study day 3, with minimal accumulation.
Fenbendazole
oxfendazole
| Conditions | Yield |
|---|---|
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With dihydrogen peroxide; sodium sulfite; In methanol; water;
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98.8% |
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With urea hydrogen peroxide adduct; In formic acid; water; at 25 - 45 ℃; for 5.5h; Temperature; Concentration;
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98% |
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With oxygen; In methanol; water; at 20 ℃; for 48h; Irradiation; Green chemistry;
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73% |
![[5-(phenylthio)-1H-benzimidazol-2-yl]carbamic acid](/upload/2024/9/63585336-df01-4ca4-ba35-1397bbcf423f.png)
[5-(phenylthio)-1H-benzimidazol-2-yl]carbamic acid
oxfendazole
| Conditions | Yield |
|---|---|
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With m-chloroperoxybenzoic acid; acetic acid; In chloroform;
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Fenbendazole
6-Benzenesulfinyl-2-methoxycarbonylamino-benzoimidazole-1-carboxylic acid methyl ester
1-carbomethoxy-2-carbomethoxyamino-5-phenylsulfinylbenzimidazole
C16H16N3O7PS
C16H16N3O7PS
