(E)-5-(4'-chlorophenyl)furan-2-carbaldehyde benzoylhydrazone | 1259370-99-4

• 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: (E)-5-(4'-chlorophenyl)furan-2-carbaldehyde benzoylhydrazone
• 英文别名: N'-{(E)-[5-(4-chlorophenyl)furan-2-yl]methylidene}benzohydrazide；N-[(E)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]benzamide
• CAS: 1259370-99-4
• 化学式: C₁₈H₁₃ClN₂O₂
• 分子量: 324.766
• InChiKey: CKRWIDNDRVJEGD-UDWIEESQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-(4-氯苯基)-2-呋喃甲醛 、 苯甲酰肼 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以96.04%的产率得到(E)-5-(4'-chlorophenyl)furan-2-carbaldehyde benzoylhydrazone
  参考文献：
  名称：

  New class of potent antitumor acylhydrazone derivatives containing furan

  摘要：

  A pair of chemical isomeric structures of N-acylhydrazone compounds I and II were designed and synthesized. The reaction was carried out with high diastereoselectivity to obtain one configurational isomer in excellent yields. The exact configuration and conformation of IIa and IIe were confirmed by the X-ray single crystal diffraction. The antitumor bioassay revealed that some compounds exhibited excellent activity against the selected cancer cell lines. In particular, IIf (IC50 =16.4 mu M) was better than doxorubicin (IC50=53.3 mu M) against human promyelocytic leukemic cells (HL-60). Their toxicities were predicted in silico. The results showed that compounds II were safe and eligible to be development candidates. IIf showed great promise as a novel lead compound for further anticancer discovery. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.09.007

文献信息

• COMPOUNDS WITH HIV-1 INTEGRASE INHIBITORY ACTIVITY AND USE THEREOF AS ANTI-HIV/AIDS THERAPEUTICS
  申请人：Neamati Nouri

  公开号：US20090088420A1

  公开（公告）日：2009-04-02

  Pharmacophore models to be used in drug design and discovery are provided. An in silico protocol and in vitro assays are presented. Compounds and their pharmaceutically acceptable salts with HIV-1 integrase inhibitory and anti-HIV activity and use thereof in the treatment of HIV/AIDS and related infections either alone or in combination with all the known antiretroviral therapeutics are described.
• US8183236B2
  申请人：——

  公开号：US8183236B2

  公开（公告）日：2012-05-22
• New class of potent antitumor acylhydrazone derivatives containing furan
  作者：Zining Cui、Ying Li、Yun Ling、Juan Huang、Jingrong Cui、Ruiqing Wang、Xinling Yang

  DOI：10.1016/j.ejmech.2010.09.007

  日期：2010.12

  A pair of chemical isomeric structures of N-acylhydrazone compounds I and II were designed and synthesized. The reaction was carried out with high diastereoselectivity to obtain one configurational isomer in excellent yields. The exact configuration and conformation of IIa and IIe were confirmed by the X-ray single crystal diffraction. The antitumor bioassay revealed that some compounds exhibited excellent activity against the selected cancer cell lines. In particular, IIf (IC50 =16.4 mu M) was better than doxorubicin (IC50=53.3 mu M) against human promyelocytic leukemic cells (HL-60). Their toxicities were predicted in silico. The results showed that compounds II were safe and eligible to be development candidates. IIf showed great promise as a novel lead compound for further anticancer discovery. (C) 2010 Elsevier Masson SAS. All rights reserved.