2-azido-N-morpholin-4-ylacetamide | 1321862-21-8

• 分子结构分类: 有机化合物
• 英文名称: 2-azido-N-morpholin-4-ylacetamide
• CAS: 1321862-21-8
• 化学式: C₆H₁₁N₅O₂
• 分子量: 185.186
• InChiKey: ZIESHXXFKNWTCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  55.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-azido-N-morpholin-4-ylacetamide 、 N-prop-2-ynyl-N-pyrimidin-2-yl-1,3-benzothiazol-2-amine 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以76%的产率得到2-(4-((benzo[d]thiazol-2-yl(pyrimidin-2-yl)amino)methyl)-1H-1,2,3-triazol-1-yl)-1-morpholinoethanone
  参考文献：
  名称：

  Synthesis and anticancer evaluation of novel triazole linked N-(pyrimidin-2-yl)benzo[d]thiazol-2-amine derivatives as inhibitors of cell survival proteins and inducers of apoptosis in MCF-7 breast cancer cells

  摘要：

  A series of novel triazole linked N-(pyrimidin-2yl)benzo[d]thiazol-2-amine 5a-k were synthesized and evaluated for anticancer activity against breast (MCF-7), lung (A549) and skin (A375) cancer cell lines and their cytotoxic effects were compared against normal breast epithelial cells. The effect of compounds on cell cycle of MCF-7 breast cancer cell line was investigated by FACS. Result indicated G2/M cell cycle arrest of MCF-7 cells. Further promising compounds 5b, 5g, 5h and 5i were tested for their apoptosis inducing ability as well as inhibitory activity against key proteins NF-kB, Survivin, CYP1A1, and ERK1/2 which help in cancer cell survival and proliferation. The apoptotic aspect of these compounds is further evidenced by increase in the activity of caspase-9 in MCF-7 cells. Hence these small molecules have the potential to control both the cell proliferation as well as the invasion process in highly malignant breast cancers and can be selected for further biological studies. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.083

文献信息

• Flustramine inspired synthesis and biological evaluation of pyrroloindoline triazole amides as novel inhibitors of bacterial biofilms
  作者：Cynthia Bunders、John Cavanagh、Christian Melander

  DOI：10.1039/c1ob05605k

  日期：——

  Anti-biofilm agents have been developed based upon the flustramine family of alkaloids isolated from Flustra foliacea. A Garg interrupted Fischer indolization reaction was employed to access a core pyrroloindoline scaffold that was subsequently employed to create a pyrroloindoline triazole amide library. Screening for the ability to modulate biofilm formation against strains of Gram-positive and Gram-negative

  抗生物膜剂是基于从Flustra foliacea中分离出的 Flustraamine 生物碱家族而开发的。采用 Garg 中断的 Fischer 吲哚化反应来获得核心吡咯并吲哚啉支架，随后将其用于创建吡咯并吲哚啉三唑酰胺文库。筛选针对革兰氏阳性和革兰氏阴性细菌菌株调节生物膜形成的能力，鉴定出几种具有低微摩尔、无毒IC 50值的化合物。