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Oxfendazole

Oxfendazole structure

CAS No:
53716-50-0
Formula:
C15H13N3O3S
Chemical Name:
Oxfendazole
Synonyms:
Carbamic acid,N-[6-(phenylsulfinyl)-1H-benzimidazol-2-yl]-,methyl ester;Carbamic acid,[5-(phenylsulfinyl)-1H-benzimidazol-2-yl]-,methyl ester;Oxfendazole;HOE 8105;Systamex;Methyl (5-benzenesulfinyl-2-benzimidazolyl)carbamate;Fenbendazole sulfoxide;(±)-Fenbendazole sulfoxide;Oxphendazole;Oxfenbendazole;Synanthic;Methyl [5-(phenylsulfinyl)-1H-benzimidazol-2-yl]carbamate;(5-Phenylsulfinyl-1H-benzimidazol-2-yl)carbamic acid methyl ester;122063-19-8
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

Of-White Solid

Solid

Oxfendazole is a member of the class of benzimidazoles that is fenbendazole in which the sulfur has been oxidised to the corresponding sulfoxide. It has a role as an antinematodal drug. It is a sulfoxide, a member of benzimidazoles and a carbamate ester. It derives from a fenbendazole.|Oxfendazole is a sulfoxide metabolite of fenbendazole. This benzimidazole antihelminthic protects livestock from roundworm. strongyles, and pinworn.

Oxfendazole Basic Attributes

Molecular Weight：

315.35

Exact Mass：

315.35

EC Number：

258-714-5

UNII：

OMP2H17F9E

NSC Number：

758943

DSSTox ID：

DTXSID9044112

HScode：

29339900

Characteristics

PSA：

103

XLogP3：

2.3

Appearance：

Solid

Density：

1.3229 (rough estimate)

Melting Point：

253 °C (decomp)

Storage Conditions：

2-8°C

Toxicity：

LD50 in dogs, rats, mice: >1600, >6400, >6400 mg/kg (Averkin)

Collision Cross Section：

174.1 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|177.4 Å² [M+H]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]|195.4 Å² [M+Na]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]

Safety Information

wgk germany：

hazard class code：

safety instructions：

RTECS Number：

FD0835000

Precautionary statement(s)：

P201, P202, P260, P264, P273, P280, P281, P305+P351+P338, P308+P313, P314, P337+P313, P391, P405, P501

Hazard Statements：

H319

GHS Classification：

|Danger|H319 (51.32%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P201, P202, P260, P264, P273, P280, P281, P305+P351+P338, P308+P313, P314, P337+P313, P391, P405, and P501|Aggregated GHS information provided by 77 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice. (See all compounds classified as Antinematodal Agents.)|Agents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal. (See all compounds classified as Anthelmintics.)

MeSH Entry Terms：

FBZ-SO

Oxfendazole Use and Manufacturing

Methods of Manufacturing

It is prepared by 5-phenylsulfoxyl o-phenylenediamine and 1, 3-bis(methyl rube in carbonyl)-S-methylthioisothiourea ring. The yield is 95%. Or by the oxidation of dithiobenzimidazole with hydrogen peroxide or peracetic acid.

Uses

A metabolite of Fenbendazole (F246750). This product is a new broad-spectrum anthelmintic, and its efficacy is more than twice that of fenthiazole. It can be administered at a dose of 23.5-5 mg/kg to adults of various gastrointestinal nematodes in sheep, cattle, and pigs. The insect rate is 95-100%. The reduction rate of larvae in each stage is 91-98%. It is also effective against Hymenoptera brachycarpa and Dictyocarpus, but it is less effective against Trichuris suis. This product has low toxicity and good tolerance. The mouse LD50 is more than 6400mg/kg.

Use Classification：

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients|Veterinary Drug -> ANTHELMINTHIC_AGENT; -> JECFA Functional Classes|Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Food Additive Classes：

Veterinary Drug -> ANTHELMINTHIC_AGENT;

Computed Properties

Molecular Weight:315.3
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:315.06776246
Monoisotopic Mass:315.06776246
Topological Polar Surface Area:103
Heavy Atom Count:22
Complexity:428
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Hydrogen peroxide

o-Phenylenediamine

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