Oxfendazole

Base Information

• Chemical Name: Oxfendazole
• CAS No.: 53716-50-0
• Molecular Formula: C₁₅H₁₃N₃O₃S
• Molecular Weight: 315.353
• Hs Code.: 29339900
• European Community (EC) Number: 258-714-5
• NSC Number: 758943
• UNII: OMP2H17F9E
• DSSTox Substance ID: DTXSID9044112
• Nikkaji Number: J10.835I
• Wikipedia: Oxfendazole
• Wikidata: Q7115199
• NCI Thesaurus Code: C75229
• Metabolomics Workbench ID: 45123
• ChEMBL ID: CHEMBL42442
• Mol file: 53716-50-0.mol

Synonyms:FBZ-SO;fenbendazole sulfoxide;methyl 5(6)-phenylsulfinyl-2-benzimidazolecarbamate;oxfendazole;oxfendazole monohydrochloride;RS 8858;Synanthic

Chemical Property of Oxfendazole

Chemical Property:

• Appearance/Colour: COA
• Melting Point: 253oC
• Refractive Index: 1.735
• PKA: 10.27±0.10(Predicted)
• PSA: 103.29000
• Density: 1.5 g/cm³
• LogP: 3.84660
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 315.06776246
• Heavy Atom Count: 22
• Complexity: 428

Purity/Quality:

>98% ^*data from raw suppliers

FenbendazoleSulfoxide ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)S(=O)C3=CC=CC=C3
• Recent ClinicalTrials: PK, Safety and Tolerability of Single and Multiple Doses of Oxfendazole Tablets
• Description: Oxfendazole is a broad spectrum benzimidazole anthelmintic approved for veterinary use. It is effective to protect livestock and poultry from most of the parasites such as roundworms, tapeworms, strongyles and pinworms. The drug is mainly applied in the form of pills, tables, drenches and bolus, etc. especially for horses, goats, cattle, sheep, etc. The drug functions on parasites by binding to tubulin, which is a structural protein of microtubules. In the parasites the blocking of microtubules interferes with the uptake of glucose, which ultimately empties the glycogen reserves. This blocks the whole energy management mechanism of the parasites and eventually leads to death.
• Uses: A metabolite of Fenbendazole (F246750). PAF inhibitor
• Therapeutic Function: Anthelmintic

Technology Process of Oxfendazole

There total 3 articles about Oxfendazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.8%

Fenbendazole (43210-67-9) → oxfendazole (53716-50-0,122063-22-3,122063-23-4)

Guidance literature:

With dihydrogen peroxide; sodium sulfite; In methanol; water;

Reference yield:

[5-(phenylthio)-1H-benzimidazol-2-yl]carbamic acid → oxfendazole (53716-50-0,122063-22-3,122063-23-4)

Guidance literature:

With m-chloroperoxybenzoic acid; acetic acid; In chloroform;

Reference yield:

→ oxfendazole (53716-50-0,122063-22-3,122063-23-4)

Guidance literature:

4-Phenylsulfinyl-o-phenylendiamin, 1,3-Bis(methoxy-carbonyl-S-methyl)isothiourea, Essigsaeure/ sd. waessr. A.;

DOI:10.1021/jm00245a029

upstream raw materials:

Fenbendazole

Downstream raw materials:

C₁₆H₁₆N₃O₇PS

C₁₆H₁₆N₃O₇PS

6-Benzenesulfinyl-2-methoxycarbonylamino-benzoimidazole-1-carboxylic acid methyl ester

1-carbomethoxy-2-carbomethoxyamino-5-phenylsulfinylbenzimidazole

Refernces

• 1、 -. "Preparation method for greatly reducing omeprazole impurities B (by machine translation)". Paragraph 0018-0029. . Retrieved 2020/04/02.
• 2、 -. "Process for the preparation of 5-phenylsulfinyl-1H-2-(methoxycarbonylamino)-benzimidazole". . . Retrieved 2008/06/13.