7-bromobenzo[b]thiophen-3(2H)-one | 72002-05-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 7-bromobenzo[b]thiophen-3(2H)-one
• 英文别名: 7-bromo-1-benzothiophen-3(2H)-one；7-bromo-1-benzothiophen-3-one
• CAS: 72002-05-2
• 化学式: C₈H₅BrOS
• 分子量: 229.097
• InChiKey: UHBOWTAECPTWGL-UHFFFAOYSA-N

物化性质

• 沸点：
  327.5±42.0 °C(Predicted)
• 密度：
  1.752±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-bromobenzo[b]thiophen-3(2H)-one 在 哌啶 、 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 7-bromo-5-(4-bromophenyl)-5H-[1]benzothieno[2',3':5,6]pyrano[2,3-d]pyrimidin-4-amine
  参考文献：
  名称：

  Synthesis, antitumor screening and cell cycle analysis of novel benzothieno[3,2-b]pyran derivatives

  摘要：

  Three series of benzothiophene derivatives were designed and synthesized as cytotoxic agents. The compounds were subjected to in vitro antitumor screening at the National Cancer Institute (NCI), Bethesda, MD. The results of the single dose screening indicated that only the benzothieno[3,2-b]pyran series 3a-f exhibited potent and broad spectrum cytotoxic activity and was subjected to five dose cytotoxic screening. The most active compound in this study was 2-amino-6-bromo-4-(4-nitrophenyl)-4H-Mbenzothieno[3,2-b]pyran-3-carbonitrile (3e) with MG-MID GI(50), TGI, and LC50 values of 0.11, 7.94 and 42.66 mu M, respectively. Compound 3e exhibited broad spectrum anticancer activity against a panel of 59 cell lines. To elucidate the underlying mechanism of compound 3e cytotoxic activity, we examined its effect on cell cycle progression and its ability to induce apoptosis using human colon adenocarcinoma cell line (HCT-116). The effect of compound 3e on the cell cycle progression indicated that exposure of HCT-116 cells to compound 3e for 24 and 48 h, induced a significant disruption in the cell cycle profile including time dependent decrease in cell population at G1 phase with concomitant increase in pre-G and G2/M cell population. Moreover, compound 3e induced time dependent increase in the percentage of early and late apoptotic and necrotic cell population. In conclusion, we were able to successfully design a new series of benzothieno[3,2-b]pyran derivatives with potent cytotoxic activity and their mechanism of cytotoxicity was examined.

  DOI：

  10.1080/14756366.2016.1222582
• 作为产物：
  描述：

  2-((2-bromophenyl)thio)acetic acid 在 氯化亚砜 、 aluminum (III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 以95 %的产率得到7-bromobenzo[b]thiophen-3(2H)-one
  参考文献：
  名称：

  Iminothioindoxyl Donors with Exceptionally High Cross Section for Protein Vibrational Energy Transfer

  摘要：

  摘要 各种蛋白质功能都与振动能量转移（VET）这一重要机制有关。通过在蛋白质中加入一对非典型氨基酸（ncAAs）的供体-传感器，可利用超快可见光泵/红外探针光谱对其基本转移途径进行实验跟踪。然而，迄今为止只有一种供体 ncAA，即偶氮丙氨酸（AzAla），它的可见光消光系数相当低。在这里，我们介绍两种基于亚氨基硫代吲哚肟（ITI）发色团的新型供体 ncAA。二甲基氨基-ITI（DMA-ITI）和久洛尼定-ITI（J-ITI）分子克服了 AzAla 的局限性，其 Vis 消光系数比 AzAla 高 50 倍。众所周知，ITI 分子具有超快的光开关功能，而 DMA-ITI 和 J-ITI 则只能在亚 ps 时间尺度上形成热基态，这对它们用作振动能量供体至关重要。在供体传感器二肽的 VET 测量中，我们研究了新供体的性能。我们观察到的信号比现有的 AzAla 供体大 20 倍，这为研究蛋白质中的 VET 提供了前所未有的可能性。

  DOI：

  10.1002/anie.202317047

文献信息

• 축합환 화합물 및 이를 포함한 유기 발광 소자
  申请人：SAMSUNG SDI CO., LTD. 삼성에스디아이 주식회사(119980018058) Corp. No ▼ 110111-0394174BRN ▼124-81-31282

  公开号：KR20150084662A

  公开（公告）日：2015-07-22

  신규 축합환 화합물 및 이를 포함한 유기 발광 소자가 제시된다.

  提供了新的混合物和包含它的有机发光器件。
• AMIDE COMPOUND
  申请人：Setoh Masaki

  公开号：US20100041891A1

  公开（公告）日：2010-02-18

  A compound having GPR52 agonist activity or a salt thereof is provided. The compound can be provided as a preventive/therapeutic agent for schizophrenia or the like. The compound is represented by the following formula: wherein A represents —CONR a — or —NR a CO—, R a represents a hydrogen atom or the like, B represents a hydrogen atom or the like, a ring Cy1 represents a six-membered aromatic ring which may have one or more substituents in addition to a group represented by -A-B, a ring Cy2 represents a six-membered ring which may be substituted with a halogen atom or the like, a ring Cy3 represents a five- or six-membered ring which may have one or more substituents; X represents C 1-2 alkylene or the like, m represents an integer of 0 to 2, and a ring Cy4 represents a six-membered aromatic ring which may have one or more substituents.

  提供具有GPR52激动剂活性或其盐的化合物。该化合物可作为预防/治疗精神分裂症等疾病的药物。该化合物由以下公式表示：其中A代表—CONRa—或—NRaCO—，Ra代表氢原子或类似物质，B代表氢原子或类似物质，环Cy1代表一个六元芳香环，除了由-A-B表示的基团外，可能有一个或多个取代基，环Cy2代表一个六元环，可能被卤素原子或类似物质取代，环Cy3代表一个有一个或多个取代基的五元或六元环；X代表C1-2烷基或类似物质，m代表0到2之间的整数，环Cy4代表一个六元芳香环，可能有一个或多个取代基。
• Active Mechanical Threading by a Molecular Motor**
  作者：Nicolai N. Bach、Verena Josef、Harald Maid、Henry Dube

  DOI：10.1002/anie.202201882

  日期：2022.5.2

  A molecular machine is presented that uses the light-powered unidirectional rotation trajectory of a molecular motor to actively thread a tetraethylene glycol chain through a macrocyclic ring. This molecular setup thus realizes the miniaturization of macroscopic threading providing a fundamental entry step into mechanical molecular weaving or sewing processes.

  提出了一种分子机器，它利用分子马达的光动力单向旋转轨迹，主动地将四甘醇链穿过大环。因此，这种分子装置实现了宏观螺纹的小型化，为机械分子编织或缝纫工艺提供了一个基本的入口步骤。
• Condensed cyclic compound and organic light emitting device including the same
  申请人：SAMSUNG SDI CO., LTD.

  公开号：US10361377B2

  公开（公告）日：2019-07-23

  A novel condensed cyclic compound and an organic light emitting device including the same are disclosed.

  本论文公开了一种新型缩合环状化合物和包括该化合物的有机发光器件。
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE INCLUDING THE SAME
  申请人：SAMSUNG SDI CO., LTD.

  公开号：US20160308143A1

  公开（公告）日：2016-10-20

  A novel condensed cyclic compound and an organic light emitting device including the same are disclosed.