1-benzyl-3-(4-methoxyphenyl)pyrazole-5-formylhydrazide | 955084-70-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzyl-3-(4-methoxyphenyl)pyrazole-5-formylhydrazide
• 英文别名: 1-benzyl-3-(4-methoxyphenyl)-1H-pyrazole-5-carbohydrazide；2-benzyl-5-(4-methoxyphenyl)pyrazole-3-carbohydrazide
• CAS: 955084-70-5
• 化学式: C₁₈H₁₈N₄O₂
• 分子量: 322.367
• InChiKey: BITXBQUTZUCPKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  82.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-(4-methoxyphenyl)pyrazole-5-formylhydrazide 、 靛红 在 硫酸 作用下， 以 乙醇 为溶剂， 以89%的产率得到N'-(3-imino-indol-2-one)-1-phenylmethyl-3-(4-methoxyphenyl)-1H-pyrazole-5-formylhydrazide
  参考文献：
  名称：

  一类具有靛红片段的吡唑希夫碱衍生物用于抗肿瘤的药物及制备法

  摘要：

  本发明涉及药物化学领域，具体涉及一类具有靛红片段的吡唑希夫碱衍生物用于抗肿瘤的药物及制备法。药理实验证明，本发明物能够显著抑制肿瘤细胞的增殖。因此，本发明物可以用于预防或治疗细胞增殖异常相关疾病，尤其是用于预防或治疗肿瘤的药物中的用途。

  公开号：

  CN106866634A
• 作为产物：
  描述：

  C₁₆H₁₀N₂OOC₂H₅CHOCH₃H 在 一水合肼 作用下， 以 甲醇 为溶剂， 以75%的产率得到1-benzyl-3-(4-methoxyphenyl)pyrazole-5-formylhydrazide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel 1-arylmethyl-3-aryl-1H-pyrazole-5-carbohydrazide derivatives as potential agents against A549 lung cancer cells

  摘要：

  A series of novel 1-arylmethyl-3-aryl- 1 H-pyrazole-5-carbohydrazide derivatives were synthesized, and the effects of all the compounds on A549 cell growth were investigated. The results showed that all the nine compounds had inhibitory effects on the growth of A549 cells and induced the cell apoptosis. The study on Structure-activity relationships and prediction of lipophilicities Of compounds showed that compounds with log P values in the range of 3.12-4.94 had more inhibitory effects oil the growth of A549 cells. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.021

文献信息

• 一类含1,3,4-噁二唑啉的吡唑衍生物在制备治 疗、防肿瘤疾病药物中的用途
  申请人：遵义医学院

  公开号：CN104000817B

  公开（公告）日：2016-03-23

  一类含1,3,4-噁二唑啉的吡唑衍生物在制备治疗、防肿瘤疾病药物中的用途，由下述通式（I）表示的或其药学上能接受的盐：，其中R1代表芳香基或5~7元杂环基；R2代表C1~C6直链或支链烷烃、脂肪环基、芳香基或5~7元杂环基；R3代表芳香基或5~7元杂环基；R4代表甲基或乙基；所述的芳香基是苯基、取代苯基、萘基或联苯基；其中所述的取代苯基含1~4个取代基，该取代基取自卤素、羟甲基、C1~C6直链或支链烷烃、硝基、腈基、三氟甲基或C1~C4烷氧基。所述的5~7元杂环基含有1~3个选自氮、硫或氧的杂原子，能被苯基合并，并含有一个或多个选自卤素、硝基、氨基、腈基、三氟甲氧基、三氟甲基和芳香基的取代基。
• Synthesis and structure–activity relationships of novel 1-arylmethyl-3-aryl-1H-pyrazole-5-carbohydrazide hydrazone derivatives as potential agents against A549 lung cancer cells
  作者：Yong Xia、Chuan-Dong Fan、Bao-Xiang Zhao、Jing Zhao、Dong-Soo Shin、Jun-Ying Miao

  DOI：10.1016/j.ejmech.2008.01.021

  日期：2008.11

  A series of novel 1-arylmethyl-3-aryl-1H-pyrazole-5-carbohydrazide hydrazone derivatives were synthesized and the effects of all the compounds on A549 cell growth were investigated. The results showed that all compounds had almost inhibitory effects on the growth of A549 cells. The study on structure-activity relationships and prediction of lipophilicities of compounds showed that compounds with Log P values in the range of 4.12-6.80 had inhibitory effects on the growth of A549 cells, and among of them the hydrazone derived from salicylaldehyde had much more inhibitory effects. (C) 2008 Elsevier Masson SAS. All rights reserved.