Thioacetic acid S-(9-methoxy-2-methyl-1,4-dioxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indol-3-yl) ester | 635678-82-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Thioacetic acid S-(9-methoxy-2-methyl-1,4-dioxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indol-3-yl) ester
• 英文别名: S-(9-methoxy-2-methyl-1,4-dioxo-3H-pyrazino[1,2-a]indol-3-yl) ethanethioate
• CAS: 635678-82-9
• 化学式: C₁₅H₁₄N₂O₄S
• 分子量: 318.353
• InChiKey: NWIDTYTWZMPGPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  93.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Thioacetic acid S-(9-methoxy-2-methyl-1,4-dioxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indol-3-yl) ester 在 盐酸 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Pyrazino[1,2- a ]indole-1,4-diones, simple analogues of gliotoxin, as selective inhibitors of geranylgeranyltransferase I

  摘要：

  Some pyrazino[1,2-a]indole-1,4-diones, structurally simplified analogues of the natural mycotoxin gliotoxin, have been synthesised and investigated as inhibitors of prenyltransferases; one compound, 3-acetylthio-9-methoxy-2-methyl-2,3-dihydropyrazino[1,2-a]indole-1,4-dione 10 shows slightly greater selectivity (8-fold) for geranylgeranyltransferase type 1 (GGTase 1) than gliotoxin tself. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.022
• 作为产物：
  描述：

  4-甲氧基吲哚-2-羧酸 在 N-溴代丁二酰亚胺(NBS) 、 五氟苯酚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 生成 Thioacetic acid S-(9-methoxy-2-methyl-1,4-dioxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indol-3-yl) ester
  参考文献：
  名称：

  Pyrazino[1,2- a ]indole-1,4-diones, simple analogues of gliotoxin, as selective inhibitors of geranylgeranyltransferase I

  摘要：

  Some pyrazino[1,2-a]indole-1,4-diones, structurally simplified analogues of the natural mycotoxin gliotoxin, have been synthesised and investigated as inhibitors of prenyltransferases; one compound, 3-acetylthio-9-methoxy-2-methyl-2,3-dihydropyrazino[1,2-a]indole-1,4-dione 10 shows slightly greater selectivity (8-fold) for geranylgeranyltransferase type 1 (GGTase 1) than gliotoxin tself. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.022