3-cyano-benzoyl azide | 101861-45-4

• 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: 3-cyano-benzoyl azide
• 英文别名: 3-Cyan-benzoylazid；3-cyanobenzoyl azide
• CAS: 101861-45-4
• 化学式: C₈H₄N₄O
• 分子量: 172.146
• InChiKey: OKWWCHAUVRDREM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.62
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-cyano-benzoyl azide 、 3-氯苄胺 在 三乙胺 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 2.0h， 生成 1-[(3-Chlorophenyl)methyl]-3-(3-cyanophenyl)urea
  参考文献：
  名称：

  Thiol on silica as a ‘catch and release’ support for isocyanates to afford ureas

  摘要：

  Silica-bound thiocarbamates were prepared by Curtius rearrangement of carboxylic acids in the presence of thiol on silica gel. The solid supported thiocarbamates were found to be stable isocyanate equivalents, which upon treatment with amines efficiently afforded di- and tri-substituted ureas. The urea products released from the catch and release support were, in the majority of cases, greater than 95% pure and required no further work. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.050
• 作为产物：
  描述：

  3-氰基苯甲酰氯 在 sodium azide 作用下， 生成 3-cyano-benzoyl azide
  参考文献：
  名称：

  Analysis of the characteristic sequence of intein and revision of its motifs

  摘要：

  Since the first intein (Sce VMA) was found in Saccharomydes cerevisiae ATPases gene in 1990, more and more inteins were identified. It is necessary to analyze the new inteins to understand the sequence charateristics of inteins. By searching protein and nucleic acid database systematically, 101 inteins mere found, of which 69 inteins contain homing endonuclease moths. We only analyze the 69 inteins since most inteins are the classic inteins with homing endonuclease motifs. We found that the distribution of these inteins is particular among species and protein. By multiple sequence alignment, some nem sequence characteristics were found and the motifs described previously were revised.

  DOI：

  10.1007/bf03187217

文献信息

• Design, synthesis, and anti-cancer evaluation of C-14 arylcarbamate derivatives of andrographolide
  作者：Tzu-Ching Yang、Yun-Jou Chiang、Po-Yu Chiang、Han-Yu Chen、Kai-Ru Zhuang、Yu-Chia Wang、Chao-Hsiung Lin、Lee-Chiang Lo、Shu-Ling Fu

  DOI：10.1016/j.bmc.2023.117582

  日期：2024.1

  route to produce novel C-14 arylcarbamate derivatives of andrographolide, a known anti-inflammatory and anticancer natural product. Upon assessing their anti-cancer efficacy against pancreatic ductal adenocarcinoma (PDAC) cells, some derivatives showed stronger cytotoxicity against PANC-1 cells than andrographolide. In addition, we demonstrated one derivative, compound 3m, effectively reduced the expression

  在这项研究中，我们探索了一种简洁、温和的合成路线来生产穿心莲内酯的新型 C-14 芳基氨基甲酸酯衍生物，穿心莲内酯是一种已知的抗炎和抗癌天然产物。在评估其对胰腺导管腺癌(PDAC) 细胞的抗癌功效后，一些衍生物对 PANC-1 细胞表现出比穿心莲内酯更强的细胞毒性。此外，我们证明了一种衍生物，化合物3m ，可有效降低 PDAC 系 PANC-1 和 MIA PaCa-2 中致癌 p53 突变蛋白（p53 R273H和 p53 R248W ）的表达、增殖和迁移。因此，该新型衍生物有望作为抗胰腺癌的抗癌剂。总之，我们的研究拓宽了穿心莲内酯的衍生物库，并开发了一种具有良好抗 PDAC 抗癌活性的穿心莲内酯芳基氨基甲酸酯衍生物。