4,8-Dioxo-4,8-dihydro-benzo[1,2-b;5,4-b']dithiophene-2-carbaldehyde | 239100-02-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,8-Dioxo-4,8-dihydro-benzo[1,2-b;5,4-b']dithiophene-2-carbaldehyde
• 英文别名: 4,8-Dioxothieno[3,2-f][1]benzothiole-2-carbaldehyde
• CAS: 239100-02-8
• 化学式: C₁₁H₄O₃S₂
• 分子量: 248.283
• InChiKey: BNSGSFPTSNIIMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,8-Dioxo-4,8-dihydro-benzo[1,2-b;5,4-b']dithiophene-2-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以90%的产率得到2-(Hydroxymethyl)benzo[1,2-b:5,4-b']bisthiophene-4,8-dione
  参考文献：
  名称：

  Synthesis and Cytotoxicity of Methyl-4,8-dihydrobenzo[1,2-b:5,4-b′]dithiophene-4,8-dione Derivatives

  摘要：

  2- and 3-Methyl-4,8-dihydrobenzo[1,2-b:5,4-b']dithiophene-4,8-dione and related derivatives were synthesized and evaluated in vitro by NCI against eight cancer types. Compounds 12-15 showed significant activity against melanoma, NCl-H23 non-small cell lung cancer, and MDA-MB-435 and MDA-N breast cancer cell lines; 2-hydroxymethyl-4,8-dihydrobenzo[1,2-b:5,4-b']dithiophene4,8-dione (13) showed the highest activity against melanoma (mean log GI(50) = -7.74) and the highest overall potency (mean log GI50 = -6.99). (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00241-7
• 作为产物：
  描述：

  2-Methyl-benzo[1,2-b;5,4-b']dithiophene-4,8-dione 在 chromium(VI) oxide 、 硫酸 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 4,8-Dioxo-4,8-dihydro-benzo[1,2-b;5,4-b']dithiophene-2-carbaldehyde
  参考文献：
  名称：

  Synthesis and Cytotoxicity of Methyl-4,8-dihydrobenzo[1,2-b:5,4-b′]dithiophene-4,8-dione Derivatives

  摘要：

  2- and 3-Methyl-4,8-dihydrobenzo[1,2-b:5,4-b']dithiophene-4,8-dione and related derivatives were synthesized and evaluated in vitro by NCI against eight cancer types. Compounds 12-15 showed significant activity against melanoma, NCl-H23 non-small cell lung cancer, and MDA-MB-435 and MDA-N breast cancer cell lines; 2-hydroxymethyl-4,8-dihydrobenzo[1,2-b:5,4-b']dithiophene4,8-dione (13) showed the highest activity against melanoma (mean log GI(50) = -7.74) and the highest overall potency (mean log GI50 = -6.99). (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00241-7