2-[(2-Oxido-4-phenyl-1,2,5-oxadiazol-2-ium-3-yl)methyl]isoindole-1,3-dione | 169614-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[(2-Oxido-4-phenyl-1,2,5-oxadiazol-2-ium-3-yl)methyl]isoindole-1,3-dione
• CAS: 169614-84-0
• 化学式: C₁₇H₁₁N₃O₄
• 分子量: 321.292
• InChiKey: BBLVJVMMQBZDDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  88.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(2-Oxido-4-phenyl-1,2,5-oxadiazol-2-ium-3-yl)methyl]isoindole-1,3-dione 在 甲胺 作用下， 以 乙醇 为溶剂， 生成 3-(aminomethyl)-4-phenyl-1,2,5-oxadiazole 2-oxide
  参考文献：
  名称：

  Gasco, Andrea Marcello; Boschi, Donatella; Gasco, Alberto, Journal of Heterocyclic Chemistry, 1995, vol. 32, # 3, p. 811 - 814

  摘要：

  DOI：
• 作为产物：
  描述：

  cinnamic alcohol 在 氯化亚砜 、 sodium nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 2-[(2-Oxido-4-phenyl-1,2,5-oxadiazol-2-ium-3-yl)methyl]isoindole-1,3-dione
  参考文献：
  名称：

  Design, Synthesis, and Pharmacological Evaluation of Novel Hybrid Compounds to Treat Sickle Cell Disease Symptoms. Part II: Furoxan Derivatives

  摘要：

  Phthalimide derivatives containing furoxanyl subunits as nitric oxide (NO)-donors (3a-g) were designed, synthesized, and evaluated in vitro and in vivo for their potential uses in the oral treatment of sickle cell disease symptoms. All compounds (3a-g) demonstrated NO-donor properties at different levels. Moreover, compounds 3b and 3c demonstrated analgesic activity. Compound 3b was determined to be a promising drug candidate for the aforementioned uses, and it was further evaluated in K562 culture cells to determine its ability to increase levels of gamma-globin expression. After 96 h at 5 mu M, compound 3b was able to induce gamma-globin expression by nearly three times. Mutagenic studies using micronucleus tests in peripheral blood cells of mice demonstrated that compound 3b reduces the mutagenic profile as compared with hydroxyurea. Compound 3b has emerged as a new leading drug candidate with multiple beneficial effects for the treatment of sickle cell disease symptoms and provides an alternative to hydroxyurea treatment.

  DOI：

  10.1021/jm300602n

文献信息

• Synthesis and Herbicidal Activity of <i>N</i>-Oxide Derivatives
  作者：Hugo Cerecetto、Eduardo Dias、Rossanna Di Maio、Mercedes González、Sandra Pacce、Patricia Saenz、Gustavo Seoane、Leopoldo Suescun、Alvaro Mombrú、Grisel Fernández、Marisa Lema、Juana Villalba

  DOI：10.1021/jf9904766

  日期：2000.7.1

  As part of an ongoing program on the chemistry and biological activity of N-oxide-containing molecules, a number of novel 1,2, 5-oxadiazole N-oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline N,N'-dioxide derivatives were synthesized and evaluated for their herbicidal activity. Many of these compounds exhibited moderate to good herbicidal pre-emergence activity against Triticum aestivum

  作为正在进行的有关含氮氧化物分子化学和生物学活性的计划的一部分，许多新型的1,2,5-恶二唑N-氧化物，苯并[1,2-c] 1,2,5-恶二唑合成了N-氧化物和喹喔啉N，N'-二氧化物衍生物，并对其除草活性进行了评估。这些化合物中有许多对普通小麦表现出中等至良好的除草前出苗活性。在更具代表性的化合物（12、20和26）上进行了剂量反应研究。活性最强的丁基氨基甲酰基苯并[1,2-c] 1,2,5-恶二唑N-氧化物26在低至24 g / ha的浓度下表现出除草活性。
• Monge; Lopez de Cerain; Ezpeleta, Pharmazie, 1998, vol. 53, # 11, p. 758 - 764
  作者：Monge、Lopez de Cerain、Ezpeleta、Cerecetto、Dias、Di Maio、Gonzalez、Onetto、Seoane、Suescun、Mariezcurrena

  DOI：——

  日期：——