Description References
ChemicalBook > CAS DataBase List > Oxfendazole

Oxfendazole

Description References
Product Name
Oxfendazole
CAS No.
53716-50-0
Chemical Name
Oxfendazole
Synonyms
Ox;ofdz;CFDZ;LODITAC;hoe8105;rs-8858;repidose;systamex;synanthic;Ovendazole
CBNumber
CB4105143
Molecular Formula
C15H13N3O3S
Formula Weight
315.35
MOL File
53716-50-0.mol
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Oxfendazole Property

Melting point:
298-300?C
Density 
1.3229 (rough estimate)
refractive index 
1.6740 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMF: slightly soluble; DMSO: 1 mg/ml; DMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
form 
Solid
pka
10.27±0.10(Predicted)
color 
Crystals from chloroform-methanol
Merck 
14,6935
InChIKey
BEZZFPOZAYTVHN-UHFFFAOYSA-N
CAS DataBase Reference
53716-50-0(CAS DataBase Reference)
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Safety

Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
RTECS 
FD0835000
HS Code 
29339900
Toxicity
LD50 in dogs, rats, mice: >1600, >6400, >6400 mg/kg (Averkin)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
O0225800
Product name
Oxfendazole
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
o0225800
Price
$153
Updated
2024/03/01
Sigma-Aldrich
Product number
1483301
Product name
Oxfendazole
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
O0391
Product name
Oxfendazole
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$65
Updated
2024/03/01
TCI Chemical
Product number
O0391
Product name
Oxfendazole
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$194
Updated
2024/03/01
Sigma-Aldrich
Product number
34176
Product name
Oxfendazole
Purity
VETRANAL?, analytical standard
Packaging
100mg
Price
$94.4
Updated
2024/03/01
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Oxfendazole Chemical Properties,Usage,Production

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.

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

Chemical Properties

Of-White Solid

Originator

Autoworm,Coopers

Uses

A metabolite of Fenbendazole (F246750).

Uses

PAF inhibitor

Definition

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

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.).

brand name

Synanthic Veterinary (Syntex).

Therapeutic Function

Anthelmintic

Safety Profile

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

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.

Oxfendazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Oxfendazole manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
Oxfendazole 53716-50-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-29
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Oxfendazole 53716-50-0
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-12-05
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Oxfendazole 53716-50-0
Price
US $0.00-0.00/Kg/Drum
Min. Order
25KG
Purity
97.5%-100.5%;EP
Supply Ability
1000KG
Release date
2021-06-16

53716-50-0, OxfendazoleRelated Search:


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