N-cyano-N'-(5-(p-chlorophenoxy)pentyl)-N"-(4-pyridyl)guanidine | 200483-92-7

• 英文名称: N-cyano-N'-(5-(p-chlorophenoxy)pentyl)-N"-(4-pyridyl)guanidine
• 英文别名: 2-[5-(4-Chlorophenoxy)pentyl]-1-cyano-3-pyridin-4-ylguanidine
• CAS: 200483-92-7
• 化学式: C₁₈H₂₀ClN₅O
• 分子量: 357.843
• InChiKey: GBCLBILYZPIUKC-UHFFFAOYSA-N

物化性质

• 沸点：
  522.2±58.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  82.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氯丙酰氯 、 N-cyano-N'-(5-(p-chlorophenoxy)pentyl)-N"-(4-pyridyl)guanidine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of 5-substituted 2-cyanoimino-4-imidazodinone and 2-cyanoimino-4-pyrimidinone derivatives

  摘要：

  A series of 5-substituted 2-eyanoimino-4-imidazodinone and 2-eyanoimino-4-pyrimidinone derivatives were synthesized and their anticancer cytotoxicity were evaluated in in vitro assay. It was found that the bulky aryl functionality in the 5-position of the 2-cyanoimino-4-imidazolidinone compounds was essential for the cytotoxicity of these heterocyclic compounds. Some of the derivatives exhibited modest cytotoxicity against a variety of cancer cell lines. One of the derivatives, [1-[6-(4-chlorophenoxy)hexyl]-5-oxo-4-phenyl-3-(4-pyridyl)tetrahydro-1H-2-imidazolyliden]aminomethanenitrile (Compound 11), exhibited the most potent cytotoxic activity with IC50 in the nanomolar range. The cytotoxicity of these derivatives was selection with no apparent toxic effect toward normal fibroblasts. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.073
• 作为产物：
  描述：

  4-氨基吡啶 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 paraffin 为溶剂， 反应 11.0h， 生成 N-cyano-N'-(5-(p-chlorophenoxy)pentyl)-N"-(4-pyridyl)guanidine
  参考文献：
  名称：

  Novel cyanoguanidines with potent oral antitumour activity

  摘要：

  4-Pyridyl cyanoguanidines with hydrophobic aromatic side chains showed potent antiproliferative activity in the human breast and lung cancer cell lines MCF-7, NYH and H460. In vivo, treatment with N-(6-chlorophenoxyhexyl)-N'-cyano-N "-4-pyridylguanidine (18, 20 mg/kg/day po.), gave a complete remission of tumours in a model of NYH inoculated nude mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10152-4

文献信息

• PHARMACEUTICAL COMPOSITIONS CONTAINING PYRIDYL CYANOGUANIDINES, PREPARATION METHODS AND USES THEREOF
  申请人：Tianjin Hemay Bio-Tech Co., Ltd.

  公开号：EP2394649A1

  公开（公告）日：2011-12-14

  The compositions formed from pyridyl cyanoguanidines and cyclodextrins, cyclodextrin derivatives and/or surfactants with solubilization, preparation methods and uses thereof.

  由吡啶基氰基胍和环糊精、环糊精衍生物和/或表面活性剂形成的组合物及其溶解、制备方法和用途。
• PHARMACEUTICAL COMPOSITIONS COMPRISING PYRIDYL CYANOGUANIDINE, PROCESS FOR PREPARING THE SAME AND USE THEREOF
  申请人：Zhang Hesheng

  公开号：US20120029036A1

  公开（公告）日：2012-02-02

  Disclosed are a composition comprising a pyridyl cyanoguanidine and a cyclodextrin, a cyclodextrin derivative and/or a surfactant with solubilization, process for preparing the same and use thereof.
• US5696140A
  申请人：——

  公开号：US5696140A

  公开（公告）日：1997-12-09