2,4-Dichlor-benzylguanidin | 3911-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-Dichlor-benzylguanidin
• 英文别名: 2.4-Dichlorbenzylguanidin；Guanidine, (2,4-dichlorobenzyl)-；2-[(2,4-dichlorophenyl)methyl]guanidine
• CAS: 3911-40-8
• 化学式: C₈H₉Cl₂N₃
• mdl: MFCD01724231
• 分子量: 218.086
• InChiKey: MIZQCZHCPNSFBI-UHFFFAOYSA-N

物化性质

• 熔点：
  120-125 °C
• 沸点：
  331.7±52.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  (1H-imidazol-1-yl)(3,5,6-trimethylpyrazin-2-yl)methanone 、 2,4-Dichlor-benzylguanidin 反应 5.0h， 以64.3%的产率得到N-(N-(2,4-dichlorobenzyl)carbamimidoyl)-3,5,6-trimethylpyrazine-2-carboxamide
  参考文献：
  名称：

  Ligustrazine Derivatives. Part 6: Design, Synthesis and Evaluation of Novel Ligustrazinyl Acylguanidine Derivatives as Potential Cardiovascular Agents

  摘要：

  A series of novel Ligustrazinyl acylguanidines was designed, synthesized and evaluated for their protective effect on injured vascular endothelial cell (ECV-304). The preliminary results demonstrated that some compounds possessed more potent activities than that of Ligustrazine in stimulating replication of the injured endothelial cell. Among the active compounds, compounds 8b, 8f and 8l displayed remarkable antioxidative activity with low EC50 values of 0.097, 0.059 and 0.094 mM, respectively. Structure-activity relationships were briefly discussed.

  DOI：

  10.2174/157340612802084243
• 作为产物：
  描述：

  在 sodium hydride 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 2,4-Dichlor-benzylguanidin
  参考文献：
  名称：

  Ligustrazine Derivatives. Part 6: Design, Synthesis and Evaluation of Novel Ligustrazinyl Acylguanidine Derivatives as Potential Cardiovascular Agents

  摘要：

  A series of novel Ligustrazinyl acylguanidines was designed, synthesized and evaluated for their protective effect on injured vascular endothelial cell (ECV-304). The preliminary results demonstrated that some compounds possessed more potent activities than that of Ligustrazine in stimulating replication of the injured endothelial cell. Among the active compounds, compounds 8b, 8f and 8l displayed remarkable antioxidative activity with low EC50 values of 0.097, 0.059 and 0.094 mM, respectively. Structure-activity relationships were briefly discussed.

  DOI：

  10.2174/157340612802084243

文献信息

• Sympathetic Nervous System Blocking Agents. III. Derivatives of Benzylguanidine^1-3
  作者：James H. Short、Thomas D. Darby

  DOI：10.1021/jm00317a017

  日期：1967.9
• INHIBITION OF CELL PROLIFERATION
  申请人：Sebti M. Said

  公开号：US20070254318A1

  公开（公告）日：2007-11-01

  The disclosed modulators of Rb:Raf-1 interactions are potent, selective disruptors of Rb:Raf-1 binding, with IC 50 values ranging from 80 nM to 500 nM. Further, these compounds are surprisingly effective in inhibiting a wide variety of cancer cells, including osteosarcoma, epithelial lung carcinoma, non-small cell lung carcinoma, three different pancreatic cancer cell lines, two different glioblastoma cell lines, metastatic breast cancer, melanoma, and prostate cancer. Moreover, the disclosed compounds effectively disrupt angiogenesis and significantly inhibited tumors in nude mice derived from human epithelial lung carcinoma tumors. Accordingly, the disclosed compounds, pharmaceutical compositions comprising the compounds, methods of inhibiting cell proliferation, methods of treating subjects with cancer, and methods of preparing the disclosed compounds are provided.
• OLIGOMER-GUANIDINE CLASS CONJUGATES
  申请人：Zhang Wen

  公开号：US20110009446A1

  公开（公告）日：2011-01-13

  The invention relates to (among other things) oligomer-guanidine class conjugates and related compounds. A conjugate of the invention, when administered by any of a number of administration routes, exhibits advantages over previously administered compounds.
• US8642278B2
  申请人：——

  公开号：US8642278B2

  公开（公告）日：2014-02-04
• US9656953B2
  申请人：——

  公开号：US9656953B2

  公开（公告）日：2017-05-23