奥苯达唑

Oxibendazole

HCID 4622CAS 20559-55-1

基本信息

标准SMILES
CCCOc1ccc2nc(NC(=O)OC)[nH]c2c1
InChIKey
RAOCRURYZCVHMG-UHFFFAOYSA-N
分子式
C12H15N3O3
平均分子量
249.27 g/mol
单同位素质量
249.11134134

概述

N-(6-propoxy-1H-benzimidazol-2-yl)carbamic acid methyl ester is a member of benzimidazoles and a carbamate ester.

名称与标识

首选名称
Oxibendazole
IUPAC
methyl N-(6-propoxy-1H-benzimidazol-2-yl)carbamate
中文名
奥苯达唑
英文名
Oxibendazole
分子式
C12H15N3O3
分子量
249.27

名称与别名

Oxibendazole20559-55-1Anthelcide EQFilaribits PlusOxibendazolumoxibendazolSK&F 30310Methyl 5-propoxy-2-benzimidazolecarbamateDTXSID5045625Methyl 5-n-propoxy-2-benzimidazole carbamateSK&F-303105-Propoxy-2-benzimidazolecarbamic acid methyl ester
展开更多名称
奥苯达唑氧苯达唑奥苯哒唑丙氧咪唑氧苯咪唑丙氧苯咪唑阿苯达唑I丙氧苯咪胺酯阿苯达唑杂质I奥苯达唑标准品FENBENDAZOLE SULFOXIDEOxbendazoleobdzEquitacSKF-30310OxbidazoleObendazoleAnthdcide EQ
NSC-758459Anthelcide EQ PasteCarbamic acid, (5-propoxy-1H-benzimidazol-2-yl)-, methyl ester022N12KJ0XDTXCID3025625methyl 5-n-propoxy-2-benzimidazolecarbamateRefChem:57474Anthelcide EQ Suspension

数据库标识

CAS
20559-55-1
PubChem CID
4622
DTXSID
DTXSID5045625
ChEMBL
CHEMBL1087630
ChEBI
CHEBI:92907
UNII
022N12KJ0X
EC Number
243-877-7
Nikkaji
J10.991F

性质

结构计算性质

XLogP
2.4
极性表面积
76.2 Ų
氢键供体
2
氢键受体
4
可旋转键
5
重原子
18

实验与物化性质

DrugsPharmaceuticals -> Listed in ZINC15
Animal Drugs · 2 条

FDA approved animal drugs -> Active ingredient

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Collision Cross Section · 3 条

156.71 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

173.5 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]

157.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学性质

熔点
230 · 230-231°C
密度
1.301 · 1.301±0.06 g/cm3(Predicted)
储存条件
2 · 2-8°C
溶解度
DMSO (Slightly, Heated), THF (Slightly, Heated)
酸度系数(pKa)
10.6 · 10.60±0.10(Predicted)
形态
Solid

化学性质

结晶。熔点230~230.5℃。

安全与法规

GHS分类

GHS ClassificationNot Classified

危害信息

Regulatory InformationOxibendazole: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Carbamic acid, (5-propoxy-1H-benzimidazol-2-yl)-, methyl ester: Environment tier I assessment
Hazard Classes and CategoriesNot Classified

安全数据

wgk
3
毒性
mouse,LDLo,oral,32gm/kg (32000mg/kg),American Journal of Veterinary Research. Vol. 38, Pg. 809, 1977.
RTECS号
FD0835000
存储类别
11 - Combustible Solids
海关编码
29339900

化学与工业

药理信息

ATC CodeQP - Antiparasitic products, insecticides and repellents
Mechanism of Action · 1 条

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.

Metabolism/MetabolitesHepatic
MeSH Pharmacological ClassificationAgents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal.

用途与制造

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan

应用领域

用途广谱驱肠虫药。主要用于钩虫病感染的治疗,也可用于蛔虫、鞭虫等的感染的治疗。

用途用作驱虫药

制备方法

生产方法4-乙酰胺基苯酚在氢氧化钾作用下,用溴丙烷烷基化,得到的化合物(I)再硝化引入硝基。然后水解为化合物(Ⅲ),再用二氯化锡还原为二胺(Ⅳ)。接着和S-甲基硫脲环合为2-氨基苯并咪唑衍生物,再用氯甲酸甲酯酰化,即得奥苯达唑。

试剂价格

S1851 · 50mg
奥苯达唑Oxibendazole — 901.43元
O0499 · 100mg
奥苯达唑Oxibendazole — 20元

供应商50 家

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]

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