4-Octyl-benzo[1,3]dioxole-5,6-dione | 916320-34-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 4-Octyl-benzo[1,3]dioxole-5,6-dione
• CAS: 916320-34-8
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: ZTKJGXBBMFLQOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-Octyl-benzo[1,3]dioxole-5,6-dione 在 盐酸 、 高氯酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 生成 2,5-dihydroxy-3-octylcyclohexa-2,5-diene-1,4-dione
  参考文献：
  名称：

  Design, synthesis, and characterization of new embelin derivatives as potent inhibitors of X-linked inhibitor of apoptosis protein

  摘要：

  X-Linked inhibitor of apoptosis protein (XIAP) is a promising molecular target for the design of new anticancer drugs aiming at promoting apoptosis in cancer cells. We have previously identified embelin as an inhibitor of XIAP through computational structure-based database screening. Herein, we report the design, synthesis, and evaluation of new embelin analogues as inhibitors of XIAP. Our efforts led to the identification of new and more potent inhibitors. For example, compound 6g has a K-i value of 180 nM binding to XIAP BIR3, in a competitive binding assay and represents a promising lead compound for further optimization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.072
• 作为产物：
  描述：

  5,6-dimethoxy-benzo[1,3]dioxole-4-carbaldehyde 在 palladium on activated charcoal 正丁基锂 、 ammonium cerium(IV) nitrate 、 氢气 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 乙腈 为溶剂， 反应 1.17h， 生成 4-Octyl-benzo[1,3]dioxole-5,6-dione
  参考文献：
  名称：

  Design, synthesis, and characterization of new embelin derivatives as potent inhibitors of X-linked inhibitor of apoptosis protein

  摘要：

  X-Linked inhibitor of apoptosis protein (XIAP) is a promising molecular target for the design of new anticancer drugs aiming at promoting apoptosis in cancer cells. We have previously identified embelin as an inhibitor of XIAP through computational structure-based database screening. Herein, we report the design, synthesis, and evaluation of new embelin analogues as inhibitors of XIAP. Our efforts led to the identification of new and more potent inhibitors. For example, compound 6g has a K-i value of 180 nM binding to XIAP BIR3, in a competitive binding assay and represents a promising lead compound for further optimization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.072