6-nitro-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indoline-2,3-dione | 1030361-87-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-nitro-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indoline-2,3-dione
• CAS: 1030361-87-5
• 化学式: C₂₂H₂₂N₂O₁₃
• 分子量: 522.422
• InChiKey: FHIDWODEFPBDPC-QKYBYQKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.21
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  194.95
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  5-(1-oxobutyl)indolin-2-one 、 6-nitro-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indoline-2,3-dione 在 4 A molecular sieve 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以63%的产率得到6-nitro-5'-(1-oxobutyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)isoindigo
  参考文献：
  名称：

  Synthesis and antiproliferative activities of isoindigo and azaisoindigo derivatives

  摘要：

  In the course of structure-activity relationship studies, diversely substituted 1-(beta-D-acetylatedglucopyranosyl)isoindigoderivatives were prepared from indolines. New 7'-azaisoindigo analogues were also synthesized by coupling a glycosylated isatine and a 7-azaindolin-2-one derivative. Compounds containing a 7'-azaisoindigo framework have never been described before. To get an insight into the substitution pattern required for the best biological potencies, their antiproliferative activities were evaluated toward a human buccal carcinoma cell line (KB) and two human myeloid leukaemia cell lines (K562, HL60). (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.05.012
• 作为产物：
  描述：

  1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-nitroindole 在 chromium(III) oxide 、 溶剂黄146 作用下， 以 水 、 丙酮 为溶剂， 反应 5.0h， 以46%的产率得到6-nitro-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indoline-2,3-dione
  参考文献：
  名称：

  Synthesis and antiproliferative activities of isoindigo and azaisoindigo derivatives

  摘要：

  In the course of structure-activity relationship studies, diversely substituted 1-(beta-D-acetylatedglucopyranosyl)isoindigoderivatives were prepared from indolines. New 7'-azaisoindigo analogues were also synthesized by coupling a glycosylated isatine and a 7-azaindolin-2-one derivative. Compounds containing a 7'-azaisoindigo framework have never been described before. To get an insight into the substitution pattern required for the best biological potencies, their antiproliferative activities were evaluated toward a human buccal carcinoma cell line (KB) and two human myeloid leukaemia cell lines (K562, HL60). (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.05.012