5,8-dihydroxynaphtho<2,3-c><1,2,5>thiadiazole-4,9-dione | 75103-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,8-dihydroxynaphtho<2,3-c><1,2,5>thiadiazole-4,9-dione
• 英文别名: 5,9-dihydroxy-naphtho[2,3-c][1,2,5]thiadiazole-4,9-dione
• CAS: 75103-52-5
• 化学式: C₁₀H₄N₂O₄S
• 分子量: 248.219
• InChiKey: OIPMGSMPQPKTKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.72
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  100.38
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  5,8-dihydroxynaphtho<2,3-c><1,2,5>thiadiazole-4,9-dione 在 盐酸 、 sodium dithionite 、 air 、 四甲基乙二胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 5,8-Bis-(2-amino-ethylamino)-2-thia-1,3-diaza-cyclopenta[b]naphthalene-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
• 作为产物：
  描述：

  4,7-二甲氧基苯并-2,1,3-噻二唑 在 盐酸 、 三氯化铝 、 sodium chloride 作用下， 反应 1.17h， 生成 5,8-dihydroxynaphtho<2,3-c><1,2,5>thiadiazole-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

• Warren,J.D. et al., Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 1617 - 1624
  作者：Warren,J.D. et al.

  DOI：——

  日期：——
• WARREN J. D.; LEE V. J.; ANGIER R. B., J. HETEROCYCL. CHEM., 1979, 16, NO 8, 1617-1624
  作者：WARREN J. D.、 LEE V. J.、 ANGIER R. B.

  DOI：——

  日期：——