4-(3-nitro-2H-chromen-2-yl)morpholine | 81499-83-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-(3-nitro-2H-chromen-2-yl)morpholine
• CAS: 81499-83-4
• 化学式: C₁₃H₁₄N₂O₄
• 分子量: 262.265
• InChiKey: OXXJAWAUNCFERW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(3-nitro-2H-chromen-2-yl)morpholine 、 2,4-二硝基苯胺 在 (+)-10-camphorsulfonic acid 作用下， 以 二氯甲烷 为溶剂， 以53%的产率得到N-(2,4-dinitrophenyl)-3-nitro-2H-chromen-2-amine
  参考文献：
  名称：

  Phospholipase C Inhibitors: A New Class of Agents

  摘要：

  A series of nitrocoumarin and nitrochromene derivatives have been prepared and shown to inhibit the phosphatidylinositol-specific phospholipase C(PLC)(IC50 < 10 mu g/mL) isolated from human melanoma. The inhibition of PLC by nitrocoumarin 4a was time-dependent and irreversible. The inhibition of PLC was shown to interfere with inositide metabolism in whole cells (IC50 = 4 mu g/mL) in a manner consistent with their proposed mode of activity, Finally, the compounds were shown to be growth inhibitory to cultured melanoma cells (ID50 = 2 mu g/ML), suggesting that PLC may be an attractive new target for chemotherapeutic intervention.

  DOI：

  10.1021/jm00040a016
• 作为产物：
  描述：

  4-[(E)-2-nitrovinyl]morpholine 、 水杨醛 在 吗啉 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以49.5%的产率得到4-(3-nitro-2H-chromen-2-yl)morpholine
  参考文献：
  名称：

  Rene; Royer, European Journal of Medicinal Chemistry, 1982, vol. 17, # 1, p. 89 - 90

  摘要：

  DOI：

文献信息

• Perrella Frank W., Chen Shih-Fong, Behrens Davette L., Kaltenbach Robert +, J. Med. Chem, 37 (1994) N 14, S 2232-2237
  作者：Perrella Frank W., Chen Shih-Fong, Behrens Davette L., Kaltenbach Robert +

  DOI：——

  日期：——
• RENE, L.;ROYER, R., EUR. J. MED. CHEM.-CHIM. THER., 1982, 17, N 1, 89-90
  作者：RENE, L.、ROYER, R.

  DOI：——

  日期：——
• Phospholipase C Inhibitors: A New Class of Agents
  作者：Frank W. Perrella、Shih-Fong Chen、Davette L. Behrens、Robert F. III Kaltenbach、Steven P. Seitz

  DOI：10.1021/jm00040a016

  日期：1994.7

  A series of nitrocoumarin and nitrochromene derivatives have been prepared and shown to inhibit the phosphatidylinositol-specific phospholipase C(PLC)(IC50 < 10 mu g/mL) isolated from human melanoma. The inhibition of PLC by nitrocoumarin 4a was time-dependent and irreversible. The inhibition of PLC was shown to interfere with inositide metabolism in whole cells (IC50 = 4 mu g/mL) in a manner consistent with their proposed mode of activity, Finally, the compounds were shown to be growth inhibitory to cultured melanoma cells (ID50 = 2 mu g/ML), suggesting that PLC may be an attractive new target for chemotherapeutic intervention.
• Rene; Royer, European Journal of Medicinal Chemistry, 1982, vol. 17, # 1, p. 89 - 90
  作者：Rene、Royer

  DOI：——

  日期：——