ethyl 1H-[1]benzothieno[3,2-b]pyrrole-2-carboxylate | 269749-51-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: ethyl 1H-[1]benzothieno[3,2-b]pyrrole-2-carboxylate
• 英文别名: ethyl thianaphtheno[3,2-b]pyrrole-2-carboxylate；ethyl 1H-[1]benzothiolo[3,2-b]pyrrole-2-carboxylate
• CAS: 269749-51-1
• 化学式: C₁₃H₁₁NO₂S
• 分子量: 245.302
• InChiKey: YDWRMRRMVQBNED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 1H-[1]benzothieno[3,2-b]pyrrole-2-carboxylate 在 喹啉 、 水 、 铜 、 hypofluorous acid acetonitrile complex 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 1H-[1]benzothieno[3,2-b]pyrrole-4,4-dioxide
  参考文献：
  名称：

  HOF·CH 3 CN合成氧化噻吩并吡咯

  摘要：

  通过使用HOF·CH 3 CN络合物，可以在一定范围的噻吩并吡咯中将硫原子有效转化为磺酰基。温和的条件，高收率和易于纯化是该新途径的主要特征。相对于母体化合物，大多数新材料在UV /可见光范围内均显示出可观的红移吸收。

  DOI：

  10.1021/jo200534p
• 作为产物：
  描述：

  ethyl 2-azido-3-(benzo[b]thiophen-2-yl)acrylate 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 0.5h， 生成 ethyl 1H-[1]benzothieno[3,2-b]pyrrole-2-carboxylate
  参考文献：
  名称：

  Synthesis and CHK1 inhibitory potency of Hymenialdisine analogues

  摘要：

  A series of thieno[3,2-b]pyrroloazepinones derivatives related to Hymenialdisine were prepared and tested for CHK1 inhibitory activity. Nanomolar inhibitions were achieved when electron-withdrawing substituents were introduced at position 3 of the thiophene ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.001

文献信息

• 4,4-Difluoro-4-bora-3a,4a-diaza-<i>s</i>-indacene (BODIPY) Dyes Modified for Extended Conjugation and Restricted Bond Rotations
  作者：Jiong Chen、Armin Burghart、Agnes Derecskei-Kovacs、Kevin Burgess

  DOI：10.1021/jo991927o

  日期：2000.5.1

  Five new, constrained, aryl-substituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes (3f,g and 4h-j) were prepared and investigated to see if they have more favorable fluorescence characteristics than the unconstrained systems 2 that were prepared in previous studies. Dye types 3 and 4 have relatively rigid conformations caused by the heteroatom (3f and 3g) or ethylene bridge (4h-j) linkers that preclude free rotation of the substituted-benzene molecular fragments. In the event, the new dye types 3 and 4 have longer lambda(max) (abs) (620-660 nm) and lambda(max) (fluor) (630-680 nm) values than compounds 2, They also exhibit higher extinction coefficients (>100 000 M (1) cm(-1) except for 3g). Their fluorescent quantum yields are high (up to 0.72 for 4j), with the exception of compound 3g, which has a quantum yield of only 0.05. The redox properties of dyes 3 and 4 have also been examined.