(1R,8S,9R,13S)-4-hydroxy-11-oxatetracyclo[6.5.2.02,7.09,13]pentadeca-2(7),3,5-triene-10,12,14-trione | 29038-02-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: (1R,8S,9R,13S)-4-hydroxy-11-oxatetracyclo[6.5.2.02,7.09,13]pentadeca-2(7),3,5-triene-10,12,14-trione
• CAS: 29038-02-6；29038-03-7；134308-95-5；134308-97-7
• 化学式: C₁₄H₁₀O₅
• 分子量: 258.23
• InChiKey: XYGAKPADQPOXLA-HKWIRBFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,8S,9R,13S)-4-hydroxy-11-oxatetracyclo[6.5.2.02,7.09,13]pentadeca-2(7),3,5-triene-10,12,14-trione 在 4-二甲氨基吡啶 、 二苯基膦叠氮化物 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Benzobicyclooctanes as novel inhibitors of TNF-α signaling

  摘要：

  A novel series of TNF-alpha inhibitors based on a benzobicyclooctane scaffold is reported. The compounds display good potency in inhibiting TNF-alpha induced apoptosis and NFkappaB activation. Additionally, they are selective for TNF-alpha as they do not inhibit apoptosis induced by soluble Fas ligand. The compounds described here can act as leads for future medicinal chemistry efforts and may also be useful tools for elucidating the TNF-alpha signaling pathway. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00098-7

文献信息

• Diels-Alder reaction—IX
  作者：Ken'ichi Takeda、S. Hagishita、M. Sugiura、K. Kitahonoki、I. Ban、S. Miyazaki、K. Kuriyama

  DOI：10.1016/s0040-4020(01)92973-4

  日期：1970.1

  The Diels-Alder reaction of 1,7-, 2,7-, 2,6-, 1,6-dihydroxynaphthalene and 6-bromo-2-naphthol with maleic anhydride was investigated. All of these 2-naphthol derivatives gave exo- and endo-adducts (II and III) except for the bromo-naphthol, from which only endo-adduct was obtained. The assignment of exo or endo configuration was based on lactone formation on NaBH4 reduction possible only from the exo

  研究了1,7-，2,7-，2,6-，1,6-二羟基萘和6-溴-2-萘酚与马来酸酐的Diels-Alder反应。所有这些2-萘酚衍生物的给外-和内切-adducts（II和III），除了溴萘酚，其中只有内切得到-adduct。的分配外切或内切配置是基于上的NaBH内酯形成4减少可能只从外异构体，NMR谱的比较，并且在一些情况下，偶极矩的测量。形成的加合物的外/内比率在很宽的范围内变化。
• Singh; Yadav; Bhattacharjee, Journal of the Indian Chemical Society, 1990, vol. 67, # 10, p. 818 - 820
  作者：Singh、Yadav、Bhattacharjee

  DOI：——

  日期：——
• Benzobicyclooctanes as novel inhibitors of TNF-α signaling
  作者：Randy W Jackson、Richard Gelinas、Ted A Baughman、Thomas Cox、J.Jeffry Howbert、Kristin A Kucera、John A Latham、Fred Ramsdell、Devinder Singh、Ihab S Darwish

  DOI：10.1016/s0960-894x(02)00098-7

  日期：2002.4

  A novel series of TNF-alpha inhibitors based on a benzobicyclooctane scaffold is reported. The compounds display good potency in inhibiting TNF-alpha induced apoptosis and NFkappaB activation. Additionally, they are selective for TNF-alpha as they do not inhibit apoptosis induced by soluble Fas ligand. The compounds described here can act as leads for future medicinal chemistry efforts and may also be useful tools for elucidating the TNF-alpha signaling pathway. (C) 2002 Elsevier Science Ltd. All rights reserved.