3-(2-((naphthalen-1-yl)methylene)hydrazono)indolin-2-one | 326884-75-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(2-((naphthalen-1-yl)methylene)hydrazono)indolin-2-one
• 英文别名: 1-naphthaldehyde-N-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone；3-[2-(naphthalen-1-ylmethylidene)hydrazinyl]indol-2-one
• CAS: 326884-75-7
• 化学式: C₁₉H₁₃N₃O
• 分子量: 299.332
• InChiKey: SKXWZOIBQXYJRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  靛红 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 3.42h， 生成 3-(2-((naphthalen-1-yl)methylene)hydrazono)indolin-2-one
  参考文献：
  名称：

  Khan, Khalid Mohammed; Khan, Momin; Ali, Muhammad, Journal of the Chemical Society of Pakistan, 2013, vol. 35, # 3, p. 987 - 993

  摘要：

  DOI：

文献信息

• Synthesis of some new mixed azines, Schiff and Mannich bases of pharmaceutical interest related to isatin
  作者：Elsayed M. Afsah、Saad S. Elmorsy、Soha M. Abdelmageed、Zaki E. Zaki

  DOI：10.1515/znb-2014-0262

  日期：2015.6.1

  bases 14 and 15 were obtained from 10a and 10b. Treatment of 2 with succinic, phthalic and quinolinic anhydride and pyromellitic dianhydride afforded compounds 16, 17a, 17b and 18, respectively. The synthesis of isatin Schiff bases incorporating a benzoylpiperidine, benzoylmorpholine and 1,4-dibezoylpiperazine moiety and their N-Mannich bases was investigated.

  摘要 通过用适当的醛或二醛处理 3-hydrazonoindolin-2-one (2) 得到混合吖嗪 3a-h 和 4。用甲醛或戊二醛和适当的胺处理 3b 或 3c，得到 azine 曼尼希碱 5-7。靛红或其 N-曼尼希碱 8 与 1-氨基哌啶、4-氨基吗啉和 1,4-二氨基哌嗪缩合得到 10a-d、12 和 13。曼尼希碱 14 和 15 由 10a 和 10b 得到。用琥珀酸、邻苯二甲酸和喹啉酸酐和均苯四酸二酐处理 2 分别得到化合物 16、17a、17b 和 18。研究了结合苯甲酰哌啶、苯甲酰吗啉和 1,4-二苯甲酰哌嗪部分的靛红希夫碱及其 N-曼尼希碱的合成。
• Khan, Momin; Khan, Khalid Mohammed; Rahim, Fazal, Journal of the Chemical Society of Pakistan, 2015, vol. 37, # 3, p. 520 - 526
  作者：Khan, Momin、Khan, Khalid Mohammed、Rahim, Fazal、Samreen、Perveen, Shahnaz、Karim, Aneela、Imtiazuddin、Choudhary, Muhammad Iqbal

  DOI：——

  日期：——
• Synthesis of bis-Schiff bases of isatins and their antiglycation activity
  作者：Khalid Mohammed Khan、Momin Khan、Muhammad Ali、Muhammad Taha、Saima Rasheed、Shahnaz Perveen、M. Iqbal Choudhary

  DOI：10.1016/j.bmc.2009.09.028

  日期：2009.11

  Bis-Schiff bases 1-27 have been synthesized and their in vitro antiglycation potential has been evaluated. Compounds 21 (IC50 = 243.95 +/- 4.59 mu M), 20 (IC50 = 257.61 +/- 5.63 mu M), and 7 (IC50 = 291.14 +/- 2.53 mu M) showed an excellent antiglycation activity better than the standard (rutin, IC50 = 294.46 +/- 1.50 mu M). This study has identified a series of potential molecules as antiglycation agents. A structure-activity relationship has been studied, and all the compounds were characterized by spectroscopic techniques. (C) 2009 Elsevier Ltd. All rights reserved.