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Oxfendazole
Cas No: 53716-50-0
No Data 1 Gram 1000 Gram/Month Boc Sciences Contact Supplier
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No Data No Data Metric Ton/Day Zhuzhou Yuancheng Hezhong Technology Development Co., Ltd. Contact Supplier
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USD $ 100.0-500.0 / Gram 1 Gram 99999 Gram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
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No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
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53716-50-0 Usage

Uses

PAF inhibitor

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.

Originator

Autoworm,Coopers

Therapeutic Function

Anthelmintic

Brand name

Synanthic Veterinary (Syntex).

Manufacturing Process

5.0 g of 2-amino-4-chloro-1-nitrobenzene is added to a solution of sodium phenyl mercaptide, prepared under nitrogen from 2.53 g 57% sodium hydride and 6.2 ml thiophenol in 20 ml dimethylformamide, with a 10 ml dimethylformamide rinse. The mixture is stirred under nitrogen for 3 h at 20°30°C and then diluted with water. The crude product is washed with water and hexane, then recrystallized from methanol, yielding 2-amino-4-phenylthio-1nitrobenzene. 6.0 g of 2-amino-4-phenylthio-1-nitrobenzene is dissolved in 80 ml acetic anhydride and treated with a few drops of sulfuric acid. The mixture is left at 20°-30°C for 2 h then a little sodium acetate added and the solvent removed under vacuum. The residue is treated with water, filtered and recrystallized from methanol yielding 2-acetamido-4-phenylthio-1-nitrobenzene. 7.0 g of 2-acetamido-4-phenylthio-1-nitrobenzene is dissolved in 70 ml chloroform and treated, at -20°C to -15°C, with a solution of 5.0 g 40% peracetic acid in 10 ml methanol. The mixture is allowed to warm slowly to 20°C and stirred for 4 h. The reaction mixture is extracted with sodium bisulfite solution, then sodium bicarbonate solution, dried and evaporated. The residual gum of 2-acetamido-4-phenylsulfinyl-1-nitrobenzene is treated with 20 ml 5 N sodium hydroxide and 40 ml methanol at 20°-25°C for 1 h. Water is then added and essentially pure 2-amino-4-phenyl-sulfinyl-1-nitrobenzene filtered off. Recrystallization may be effected from benzene. 5.4 g of 2-amino-4-phenylsulfinyl-1-nitrobenzene is hydrogenated at 1 atmosphere pressure in 500 ml methanol in the presence of 5.0 g 5% palladized carbon, until the theoretical uptake of hydrogen has occurred. The catalyst is removed by filtration and the filtrate stripped under vacuum. The residue is recrystallized from methanol-benzene, yielding 1,2-diamino-4phenylsulfinylbenzene. A mixture of 5.5 g of 1,2-diamino-4-phenylsulfinylbenzene, 4.3 g of 1,3-bismethoxycarbonyl-S-methylisothiourea and 1.2 ml acetic acid in 100 ml ethanol and 100 ml water is refluxed for 4 h. The mixture is cooled and essentially pure 6-phenylsulfinyl-2-carbomethoxyaminobenzimidazole filtered off and washed with methanol. Recrystallization may be effected from methanol-chloroform (melting point 253°C, dec.).

Safety Profile

Experimental reproductive effects. Human mutation data reported. Whenheated to decomposition it emits toxic fumes of SOx and NOx.

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).

References

https://en.wikipedia.org/wiki/Oxfendazole http://www.vetsfarma.com/poultry3.html http://parasitipedia.net/index.php? option=com_content&view=article&id=2517&Itemid=2790

Definition

ChEBI: A member of the class of benzimidazoles that is fenbendazole in which the sulfur has been oxidised to the corresponding sulfoxide.

Chemical Properties

Of-White Solid
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)

53716-50-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (O0391)  Oxfendazole  >98.0%(HPLC)(N) 53716-50-0 1g 290.00CNY Detail
TCI America (O0391)  Oxfendazole  >98.0%(HPLC)(N) 53716-50-0 5g 990.00CNY Detail
Sigma-Aldrich (O0225800)  Oxfendazole  European Pharmacopoeia (EP) Reference Standard 53716-50-0 O0225800 1,880.19CNY Detail
USP (1483301)  Oxfendazole  United States Pharmacopeia (USP) Reference Standard 53716-50-0 1483301-200MG 4,662.45CNY Detail
Sigma-Aldrich (34176)  Oxfendazole  VETRANAL, analytical standard 53716-50-0 34176-100MG 780.39CNY Detail

53716-50-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name oxfendazole

1.2 Other means of identification

Product number -
Other names repidose

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Veterinary Drug: ANTHELMINTHIC_AGENT
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:53716-50-0 SDS

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