thianaphtheno[3,2-b]pyrrole-2-carboxylic acid | 18646-98-5

• 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: thianaphtheno[3,2-b]pyrrole-2-carboxylic acid
• 英文别名: Thionaphtheno<3,2-b>pyrrol-carbonsaeure-(2)；Thionaphtheno[3,2-b]pyrrol-carbonsaeure-(2)；1H-[1]benzothiolo[3,2-b]pyrrole-2-carboxylic acid
• CAS: 18646-98-5
• 化学式: C₁₁H₇NO₂S
• 分子量: 217.248
• InChiKey: WIIZTTRLZUGHAN-UHFFFAOYSA-N

物化性质

• 熔点：
  229-230 °C
• 沸点：
  519.2±30.0 °C(Predicted)
• 密度：
  1.574±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 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：
  81.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  thianaphtheno[3,2-b]pyrrole-2-carboxylic acid 在 喹啉 、 铜 作用下， 以0.56 g的产率得到1H-[1]benzothieno[3,2-b]pyrrole
  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：

  1-苯并噻酚-2-羧醛 在 sodium hydroxide 、 sodium ethanolate 作用下， 以 乙醇 、 水 为溶剂， 反应 2.5h， 生成 thianaphtheno[3,2-b]pyrrole-2-carboxylic acid
  参考文献：
  名称：

  4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) Dyes Modified for Extended Conjugation and Restricted Bond Rotations

  摘要：

  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.

  DOI：

  10.1021/jo991927o

文献信息

• Synthesis and CHK1 inhibitory potency of Hymenialdisine analogues
  作者：Jean-Gilles Parmentier、Bernard Portevin、Roy M. Golsteyn、Alain Pierré、John Hickman、Philippe Gloanec、Guillaume De Nanteuil

  DOI：10.1016/j.bmcl.2008.12.001

  日期：2009.2

  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.