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100-33-4 分子结构
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4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide

ChemBase编号:618
分子式:C19H24N4O2
平均质量:340.41946
单一同位素质量:340.18992603
SMILES和InChIs

SMILES:
O(CCCCCOc1ccc(cc1)C(=N)N)c1ccc(cc1)C(=N)N
Canonical SMILES:
NC(=N)c1ccc(cc1)OCCCCCOc1ccc(cc1)C(=N)N
InChI:
InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)
InChIKey:
XDRYMKDFEDOLFX-UHFFFAOYSA-N

引用这个纪录

CBID:618 http://www.chembase.cn/molecule-618.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide
IUPAC传统名
pentamidine
商标名
NebuPent
Pentacarinat
Pentam
Pentam 300
Pneumopent
别名
Pentamidine Isethionate
Pentamide
4, 4'-Diamidinodiphenoxypentane
PNT
1,3-bis(4-amidinophenoxy)pentane
Pentamidine
4,4'-[1,5-Pentanediylbis(oxy)]bis-benzenecarboximidamide
4,4'-Diamidino-.alpha.,.omega.-diphenoxypentane
MP 601205
NSC 9921
p,p'-(Pentamethylenedioxy)dibenzamidine
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide
CAS号
100-33-4
PubChem SID
46508562
160964081
PubChem CID
4735

数据来源

数据来源

所有数据来源 商品来源 非商品来源

理论计算性质

理论计算性质

JChem ALOGPS 2.1
质子受体 质子供体
LogD (pH = 5.5) -2.5083592  LogD (pH = 7.4) -2.500071 
Log P 2.322452  摩尔折射率 120.5294 cm3
极化性 37.864697 Å3 极化表面积 118.2 Å2
可自由旋转的化学键 10  里宾斯基五规则 true 
Log P 1.32  LOG S -4.16 
溶解度 2.36e-02 g/l 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
Complete expand 查看数据来源
DMSO expand 查看数据来源
Methanol (Sparingly) expand 查看数据来源
外观
Off-White Solid expand 查看数据来源
熔点
198-200°C (dec.) expand 查看数据来源
疏水性(logP)
4 expand 查看数据来源
保存条件
-20°C Freezer, Under Inert Atmosphere expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
纯度
95+% expand 查看数据来源
97% expand 查看数据来源
质检报告
下载链接 expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank TRC TRC
DrugBank -  DB00738 external link
Item Information
Drug Groups approved
Description Antiprotozoal agent effective in trypanosomiasis, leishmaniasis, and some fungal infections; used in treatment of pneumocystis pneumonia in HIV-infected patients. It may cause diabetes mellitus, central nervous system damage, and other toxic effects. [PubChem]
Indication For the treatment of pneumonia due to Pneumocystis carinii.
Pharmacology Pentamidine is an antiprotozoal agent. It is an aromatic diamidine, and is known to have activity against Pneumocystis carinii. The exact nature of its antiprotozoal action is unknown. in vitro studies with mammalian tissues and the protozoan Crithidia oncopelti indicate that the drug interferes with nuclear metabolism producing inhibition of the synthesis of DNA, RNA, phospholipids and proteins. Little is known about the drug's pharmacokinetics. The medication is also useful in Leishmaniasis and in prophylaxis against sleeping sickness caused by Trypanosoma brucei gambiense. Hydration before treatment lessens the incidence and severity of side effects, which include liver or kidney dysfunction, hypertension, hypotension, hypoglycemia, hypocalemia, leukopenia, thrombcytopenia, anemia, and allergic reaction. It is generally well-tolerated.
Toxicity Symptoms of overdose include pain, nausea, anorexia, hypotension, fever, rash, bad taste in mouth, confusion/hallucinations, dizziness, and diarrhea.
Affected Organisms
Pneumocystis carinii
Biotransformation Hepatic.
Absorption Absorbed poorly through the gastrointestinal tract and is usually administered parenterally.
Half Life 9.1-13.2 hours
Protein Binding 69%
References
Nguewa PA, Fuertes MA, Cepeda V, Iborra S, Carrion J, Valladares B, Alonso C, Perez JM: Pentamidine is an antiparasitic and apoptotic drug that selectively modifies ubiquitin. Chem Biodivers. 2005 Oct;2(10):1387-400. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com
Toronto Research Chemicals -  P272500 external link
Has been widely used as a drug to treat protozoal diseases, such as malaria, amoebic dysentery and trypanosomiasis. It has also been shown to be effective for both prophylaxis of pneumocystic carinii pneumonia (PCC).

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Nguewa PA, Fuertes MA, Cepeda V, Iborra S, Carrion J, Valladares B, Alonso C, Perez JM: Pentamidine is an antiparasitic and apoptotic drug that selectively modifies ubiquitin. Chem Biodivers. 2005 Oct;2(10):1387-400. Pubmed
  • Goa, K.L., et al.: Drugs, 33, 242 (1987)
  • Debs, R.J., et al.: Antimicrob. Agents Chemother., 31, 37 (1987)
  • Walzer, P.D., et al.: Antimicrob. Agents Chemother., 32, 896 (1987)
  • Hesk, D., et al.: J. Lab. Comp. Radiopharm., 28, 11, 1309 (1990)
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专利

专利

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