5,8-dimethoxynaphtho<2,3-d>thiazole-4,9-dione | 159830-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并噻唑类
• 英文名称: 5,8-dimethoxynaphtho<2,3-d>thiazole-4,9-dione
• 英文别名: 5,8-Dimethoxybenzo[f][1,3]benzothiazole-4,9-dione
• CAS: 159830-84-9
• 化学式: C₁₃H₉NO₄S
• 分子量: 275.285
• InChiKey: NVWRADXILNSMQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  93.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,8-dimethoxynaphtho<2,3-d>thiazole-4,9-dione 在 盐酸 、 sodium dithionite 、 air 、 四甲基乙二胺 、 氢溴酸 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Synthesis, antileukemic evaluation and peroxidating ability of heterosubstituted anthracene-9,10-dione analogues: 5,8-[(aminoalkyl)amino]naphtho[2,3-d]thiazole-4,9-diones and 5,8-[(aminoalkyl)amino]naphtho[2,3-c] [1,2,5]thiadiazole-4,9-diones

  摘要：

  The syntheses of a number of heterosubstituted ametantrone analogues, 5,8-bis[(aminoalkyl)amino]naphtho[2,3-d]thia- zole-4,9-diones and 5,8-bis[(aminoalkyl)amino]naphtho[2,3-c] [1,2,5]thiadiazole-4,9-diones, have been performed. It was evidenced that this modification in the chromophore moiety has a negative effect on antileukemic activity. This modification also favors the affinity of the compounds toward NADH dehydrogenase and influences the redox potential.

  DOI：

  10.1016/0223-5234(94)90148-1
• 作为产物：
  描述：

  2-Amino-3-Chlor-5,8-dimethoxy-1,4-naphthochinon 在 sodium sulfide 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 1.83h， 生成 5,8-dimethoxynaphtho<2,3-d>thiazole-4,9-dione
  参考文献：
  名称：

  Synthesis, antileukemic evaluation and peroxidating ability of heterosubstituted anthracene-9,10-dione analogues: 5,8-[(aminoalkyl)amino]naphtho[2,3-d]thiazole-4,9-diones and 5,8-[(aminoalkyl)amino]naphtho[2,3-c] [1,2,5]thiadiazole-4,9-diones

  摘要：

  The syntheses of a number of heterosubstituted ametantrone analogues, 5,8-bis[(aminoalkyl)amino]naphtho[2,3-d]thia- zole-4,9-diones and 5,8-bis[(aminoalkyl)amino]naphtho[2,3-c] [1,2,5]thiadiazole-4,9-diones, have been performed. It was evidenced that this modification in the chromophore moiety has a negative effect on antileukemic activity. This modification also favors the affinity of the compounds toward NADH dehydrogenase and influences the redox potential.

  DOI：

  10.1016/0223-5234(94)90148-1

文献信息

• Synthesis, antileukemic evaluation and peroxidating ability of heterosubstituted anthracene-9,10-dione analogues: 5,8-[(aminoalkyl)amino]naphtho[2,3-d]thiazole-4,9-diones and 5,8-[(aminoalkyl)amino]naphtho[2,3-c] [1,2,5]thiadiazole-4,9-diones
  作者：M Dzieduszycka、B Stefańska、J Tarasiuk、S Martelli、M Bontemps-Gracz、E Borowski

  DOI：10.1016/0223-5234(94)90148-1

  日期：1994.1

  The syntheses of a number of heterosubstituted ametantrone analogues, 5,8-bis[(aminoalkyl)amino]naphtho[2,3-d]thia- zole-4,9-diones and 5,8-bis[(aminoalkyl)amino]naphtho[2,3-c] [1,2,5]thiadiazole-4,9-diones, have been performed. It was evidenced that this modification in the chromophore moiety has a negative effect on antileukemic activity. This modification also favors the affinity of the compounds toward NADH dehydrogenase and influences the redox potential.