您当前所在的位置:首页 > 产品中心 > 产品详细信息
54965-21-8 分子结构
点击图片或这里关闭

methyl N-[6-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate

ChemBase编号:400
分子式:C12H15N3O2S
平均质量:265.3314
单一同位素质量:265.08849774
SMILES和InChIs

SMILES:
S(c1cc2[nH]c(nc2cc1)NC(=O)OC)CCC
Canonical SMILES:
CCCSc1ccc2c(c1)[nH]c(n2)NC(=O)OC
InChI:
InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)
InChIKey:
HXHWSAZORRCQMX-UHFFFAOYSA-N

引用这个纪录

CBID:400 http://www.chembase.cn/molecule-400.html

Collapse All Expand All

名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
methyl N-[6-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
methyl N-[5-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
IUPAC传统名
albendazol
albendazole
methyl N-[5-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
商标名
Albenza
Valbazen
Eskazole
Zentel
别名
5-(丙硫基)-2-苯并咪唑氨基甲酸甲酯
阿苯达唑
Methyl 5-(propylthio)-2-benzimidazolecarbamate
Albendazole
Albendazole
Alben
Bermosol
Helmintal
methyl N-[6-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
Methyl 5-n-propylthio-2-benzimidazolecarbamate
methyl 5-propylthio-2-benzimidazolecarbamate
Albenza
Eskazole
Zentel
Andazol)
methyl (5-(propylthio)-1H-benzo[d]imidazol-2-yl)carbamate
Methyl-5-[propylthio]-2-benzimidazole carbamate
N-[6-(Propylthio)-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester
[5-(Propylthio)-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester
Andazol
Ashialben
Atasol
Bruzol
Loveral
Lurdex
Proftril
Valbazen
NSC 220008
Tobend
Vermisen
Vermitan
Vermizole
CAS号
54965-21-8
EC号
259-414-7
MDL号
MFCD00083232
默克索引号
14210
PubChem SID
160963863
46506472
24890894
PubChem CID
2082
CHEBI ID
16664
ATC码
QP52AC11
P02CA03
CHEMBL
1483
Chemspider ID
1998
DrugBank ID
DB00518
KEGG ID
D00134
美国药典/FDA物质标识码
F4216019LN
维基百科标题
Albendazole
Medline Plus
a610019

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 9.681593  质子受体
质子供体 LogD (pH = 5.5) 3.183769 
LogD (pH = 7.4) 3.2022638  Log P 3.204525 
摩尔折射率 73.0091 cm3 极化性 28.787241 Å3
极化表面积 67.01 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P 3.22  LOG S -4.07 
溶解度 2.28e-02 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
DMSO expand 查看数据来源
Practically insoluble expand 查看数据来源
外观
White Solid expand 查看数据来源
熔点
208-210°C expand 查看数据来源
215 - 217°C expand 查看数据来源
疏水性(logP)
2.7 expand 查看数据来源
3.461 expand 查看数据来源
保存条件
-20°C expand 查看数据来源
-20°C Freezer expand 查看数据来源
Room Temperature (15-30°C) expand 查看数据来源
RTECS编号
FD1100000 expand 查看数据来源
欧盟危险性物质标志
有毒(Toxic) 有毒(Toxic) (T) expand 查看数据来源
有害性(Harmful) 有害性(Harmful) (Xn) expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
2 expand 查看数据来源
危险公开号
48/22 expand 查看数据来源
61 expand 查看数据来源
安全公开号
53-20-36-45 expand 查看数据来源
TSCA收录
expand 查看数据来源
GHS危险品标识
GHS07 expand 查看数据来源
GHS08 expand 查看数据来源
GHS警示词
Warning expand 查看数据来源
GHS危险声明
H360-H302 expand 查看数据来源
H373 expand 查看数据来源
GHS警示性声明
P281-P264-P301+P312-P308+P313-P405-P501A expand 查看数据来源
个人保护装置
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand 查看数据来源
给药途径
only oral route expand 查看数据来源
半衰期
About 8.5 h expand 查看数据来源
代谢
oxidation of sulfur atom to sulfoxide, the active metabolite expand 查看数据来源
法定药品分级
prescription expand 查看数据来源
妊娠期药物分类
D expand 查看数据来源
生物活性机理
Causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, expand 查看数据来源
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), expand 查看数据来源
Due to diminished energy production, the parasite is immobilized and eventually dies expand 查看数据来源
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. expand 查看数据来源
thus inhibiting its polymerization or assembly into microtubules. expand 查看数据来源
which is the energy required for the survival of the helminth. expand 查看数据来源
纯度
≥98% expand 查看数据来源
95% expand 查看数据来源
97% expand 查看数据来源
98+% expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
应用领域
Anthelmintic. expand 查看数据来源
Investigated for treatment of chronic stronglyoidiasis, and for microsporidiosis in AIDS patients expand 查看数据来源
Empirical Formula (Hill Notation)
C12H15N3O2S expand 查看数据来源

详细说明

详细说明

MP Biomedicals MP Biomedicals DrugBank DrugBank Selleck Chemicals Selleck Chemicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals -  02193912 external link
(Methyl-5-[propylthio]-2-benzimidazole carbamate)
DrugBank -  DB00518 external link
Item Information
Drug Groups approved
Description A benzimidazole broad-spectrum anthelmintic structurally related to mebendazole that is effective against many diseases. (From Martindale, The Extra Pharmacopoeia, 30th ed, p38)
Indication For the treatment of parenchymal neurocysticercosis due to active lesions caused by larval forms of the pork tapeworm, Taenia solium and for the treatment of cystic hydatid disease of the liver, lung, and peritoneum, caused by the larval form of the dog tapeworm, Echinococcus granulosus.
Pharmacology Albendazole is a broad-spectrum anthelmintic. The principal mode of action for albendazole is by its inhibitory effect on tubulin polymerization which results in the loss of cytoplasmic microtubules.
Toxicity Symptoms of overdose include elevated liver enzymes, headaches, hair loss, low levels of white blood cells (neutropenia), fever, and itching.
Affected Organisms
Helminthic Microorganisms
Biotransformation Hepatic. Rapidly converted in the liver to the primary metabolite, albendazole sulfoxide, which is further metabolized to albendazole sulfone and other primary oxidative metabolites that have been identified in human urine.
Absorption Poorly absorbed from the gastrointestinal tract due to its low aqueous solubility. Oral bioavailability appears to be enhanced when coadministered with a fatty meal (estimated fat content 40 g)
Half Life Terminal elimination half-life ranges from 8 to 12 hours (single dose, 400mg).
Protein Binding 70% bound to plasma protein
Elimination Albendazole is rapidly converted in the liver to the primary metabolite, albendazole sulfoxide, which is further metabolized to albendazole sulfone and other primary oxidative metabolites that have been identified in human urine. Urinary excretion of albendazole sulfoxide is a minor elimination pathway with less than 1% of the dose recovered in the urine. Biliary elimination presumably accounts for a portion of the elimination as evidenced by biliary concentrations of albendazole sulfoxide similar to those achieved in plasma.
References
Molina AJ, Merino G, Prieto JG, Real R, Mendoza G, Alvarez AI: Absorption and metabolism of albendazole after intestinal ischemia/reperfusion. Eur J Pharm Sci. 2007 May;31(1):16-24. Epub 2007 Feb 6. [Pubmed]
Oxberry ME, Reynoldson JA, Thompson RC: The binding and distribution of albendazole and its principal metabolites in Giardia duodenalis. J Vet Pharmacol Ther. 2000 Jun;23(3):113-20. [Pubmed]
Ramirez T, Benitez-Bribiesca L, Ostrosky-Wegman P, Herrera LA: In vitro effects of albendazole and its metabolites on the cell proliferation kinetics and micronuclei frequency of stimulated human lymphocytes. Arch Med Res. 2001 Mar-Apr;32(2):119-22. [Pubmed]
Haque A, Hollister WS, Willcox A, Canning EU: The antimicrosporidial activity of albendazole. J Invertebr Pathol. 1993 Sep;62(2):171-7. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com
Selleck Chemicals -  S1640 external link
Research Area: Infection
Biological Activity:
Albendazole(Albenza) is a member of the benzimidazole compounds used as a drug indicated for the treatment of a variety of worm infestations. Albendazole 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. [1]
Sigma Aldrich -  A4673 external link
Biochem/physiol Actions
结合微管蛋白并抑制微管的聚合。1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A4673.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Molina AJ, Merino G, Prieto JG, Real R, Mendoza G, Alvarez AI: Absorption and metabolism of albendazole after intestinal ischemia/reperfusion. Eur J Pharm Sci. 2007 May;31(1):16-24. Epub 2007 Feb 6. Pubmed
  • Oxberry ME, Reynoldson JA, Thompson RC: The binding and distribution of albendazole and its principal metabolites in Giardia duodenalis. J Vet Pharmacol Ther. 2000 Jun;23(3):113-20. Pubmed
  • Ramirez T, Benitez-Bribiesca L, Ostrosky-Wegman P, Herrera LA: In vitro effects of albendazole and its metabolites on the cell proliferation kinetics and micronuclei frequency of stimulated human lymphocytes. Arch Med Res. 2001 Mar-Apr;32(2):119-22. Pubmed
  • Haque A, Hollister WS, Willcox A, Canning EU: The antimicrosporidial activity of albendazole. J Invertebr Pathol. 1993 Sep;62(2):171-7. Pubmed
  • http://en.wikipedia.org/wiki/Albendazole
  • Zhao, Y., et al.: Org. Biomol. Chem., 6, 4509 (2008)
  • Sanderson, H., et al.: Toxicol. Lett., 187, 84 (2008)
  • U.S. Pat., 1975, SmithKline, 3 915 986; CA, 84, 31074r, (synth, pharmacol)
  • Theodorides, V.J. et al., Experientia, 1976, 32, 702, (pharmacol)
  • Bogan, J.A., Drugs of Today (Barcelona), 1979, 15, 87, (rev)
  • Gyurik, R.J. et al., Drug Metab. Dispos., 1981, 9, 503, (metab)
  • Bochis, R.J. et al., J. Med. Chem., 1981, 24, 1518, (props)
  • Firth, M., Int. Congr. Symp. Ser. R. Soc. Med., (Ed.), No. 61, 1984, (book)
  • Delatour, P. et al., Xenobiotica, 1991, 21, 217, (metab)
  • Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 38
  • Archibald, L.K. et al., Quart. J. Med., 1993, 86, 191, (use)
  • Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 2970, (synonyms)
  • Oldfield, E.C., Am. J. Gastroenterol., 1995, 90, 159, (use)
  • Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, VAD000
正在搜索,请耐心等待...(如果遇到网页错误或者长时间没有结果,请刷新页面[F5])

专利

专利

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

互联网资源

互联网资源

百度图标百度 google iconGoogle