(2-oxido-4-phenyl-1,2,5-oxadiazol-2-ium-3-yl)methyl (2S)-3-methyl-2-[[4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)carbamoyl]benzoyl]amino]butanoate | 1349821-45-9

• 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: (2-oxido-4-phenyl-1,2,5-oxadiazol-2-ium-3-yl)methyl (2S)-3-methyl-2-[[4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)carbamoyl]benzoyl]amino]butanoate
• CAS: 1349821-45-9
• 化学式: C₃₆H₄₀N₄O₆
• 分子量: 624.737
• InChiKey: JLVCMVGJLCIOJM-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-(氯甲基)-4-苯基-1,2,5-噁二唑 2-氧化物 在 1-羟基苯并三唑 、 caesium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 、 potassium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2-oxido-4-phenyl-1,2,5-oxadiazol-2-ium-3-yl)methyl (2S)-3-methyl-2-[[4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)carbamoyl]benzoyl]amino]butanoate
  参考文献：
  名称：

  Novel antileukemic agents derived from tamibarotene and nitric oxide donors

  摘要：

  A series of novel nitric oxide-releasing tamibarotene derivatives were synthesized by coupling nitric oxide (NO) donors with tamibarotene via various spacers, and were evaluated for their antiproliferative activities against human leukemic HL-60, NB4 and K562 cell lines in vitro. The test results showed that three compounds (7g, 9a and 9e) exhibited more potent antileukemic activity than the control tamibarotene. Furthermore, the preliminary structure-activity analysis revealed that amino acids serving as spacers could bring about significantly improved biological activities of NO donor hybrids. These interesting results could provide new insights into the development of NO-based antileukemic agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.103

文献信息

• Novel antileukemic agents derived from tamibarotene and nitric oxide donors
  作者：Haiyong Bian、Jinhong Feng、Minyong Li、Wenfang Xu

  DOI：10.1016/j.bmcl.2011.09.103

  日期：2011.12

  A series of novel nitric oxide-releasing tamibarotene derivatives were synthesized by coupling nitric oxide (NO) donors with tamibarotene via various spacers, and were evaluated for their antiproliferative activities against human leukemic HL-60, NB4 and K562 cell lines in vitro. The test results showed that three compounds (7g, 9a and 9e) exhibited more potent antileukemic activity than the control tamibarotene. Furthermore, the preliminary structure-activity analysis revealed that amino acids serving as spacers could bring about significantly improved biological activities of NO donor hybrids. These interesting results could provide new insights into the development of NO-based antileukemic agents. (C) 2011 Elsevier Ltd. All rights reserved.