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Oxibendazole

Oxibendazole structure

CAS No:
20559-55-1
Formula:
C12H15N3O3
Chemical Name:
Oxibendazole
Synonyms:
Carbamic acid,N-(6-propoxy-1H-benzimidazol-2-yl)-,methyl ester;2-Benzimidazolecarbamic acid,5-propoxy-,methyl ester;Carbamic acid,(5-propoxy-1H-benzimidazol-2-yl)-,methyl ester;5-Propoxy-2-(carbomethoxyamino)benzimidazole;Methyl 5-propoxybenzimidazole-2-carbamate;Oxibendazole;Methyl (5-n-propoxy-2-benzimidazolyl)carbamate;Loditac;Anthelcide EQ;67049-95-0
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

Oxibendazole is a broad-spectrum anthelmintic Target: AntiparasiticOxibendazole is a benzimidazole drug that is used to protect against roundworms, strongyles, threadworms, pinworms and lungworm infestations in horses and some domestic pets. It is usually white to yellowish in appearance, and may take the form of a powder or a tablet. From Wikipedia.

N-(6-propoxy-1H-benzimidazol-2-yl)carbamic acid methyl ester is a member of benzimidazoles and a carbamate ester.|Oxibendazole is a polymerase inhibitor in phase III trials for the treatment of helminth intestinal infections.

Oxibendazole Basic Attributes

Molecular Weight：

249.27

Exact Mass：

249.27

EC Number：

243-877-7

UNII：

022N12KJ0X

NSC Number：

758459

DSSTox ID：

DTXSID5045625

HScode：

29339900

Characteristics

PSA：

76.2

XLogP3：

2.60300

Appearance：

Crystalline Solid

Density：

1.3±0.1 g/cm3

Melting Point：

230 °C

Boiling Point：

459°C at 760 mmHg

Refractive Index：

1.635

Storage Conditions：

2-8°C

Collision Cross Section：

157.5 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|161.4 Å² [M+H]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]|173.5 Å² [M+Na]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

FD0835000

Stability/Shelf Life：

Stable at normal temperatures and pressures.

Drug Information

Drug Indication：

Investigated for use/treatment in infectious and parasitic disease (unspecified) and pediatric indications.

MeSH：

Agents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal. (See all compounds classified as Anthelmintics.)

Metabolism/Metabolites：

Hepatic

Mechanism of Action：

Oxibendazole causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, thus inhibiting its polymerization or assembly into microtubules. The loss of the cytoplasmic microtubules leads to impaired uptake of glucose by the larval and adult stages of the susceptible parasites, and depletes their glycogen stores. Degenerative changes in the endoplasmic reticulum, the mitochondria of the germinal layer, and the subsequent release of lysosomes result in decreased production of adenosine triphosphate (ATP), which is the energy required for the survival of the helminth. Due to diminished energy production, the parasite is immobilized and eventually dies.

MeSH Entry Terms：

methyl 5-n-propoxy-2-benzimidazolecarbamate

Oxibendazole Use and Manufacturing

Uses

alcohol and narcotic antagonist

Use Classification：

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients|Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Computed Properties

Molecular Weight:249.27
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:249.11134135
Monoisotopic Mass:249.11134135
Topological Polar Surface Area:76.2
Heavy Atom Count:18
Complexity:288
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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