3-乙氧基噻吩-2-羰酰氯 | 139926-24-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 3-乙氧基噻吩-2-羰酰氯
• 英文名称: 3-ethoxythiophene-2-carbonyl chloride
• CAS: 139926-24-2
• 化学式: C₇H₇ClO₂S
• 分子量: 190.65
• InChiKey: FBAYKPYCNPDYQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-乙氧基噻吩-2-羰酰氯 在 氯磺酸 、 potassium tert-butylate 、 三乙胺 作用下， 以 四氢呋喃 、 叔丁醇 、 苯 为溶剂， 反应 19.0h， 生成 5-[3-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)-2-thienyl]-1-methyl-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-7-one
  参考文献：
  名称：

  El-Abadelah, Mustafa M.; Sabri, Salim S.; Khanfar, Monther A., Heterocycles, 2000, vol. 53, # 12, p. 2643 - 2652

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙氧基噻吩-2-羧酸 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 0.25h， 生成 3-乙氧基噻吩-2-羰酰氯
  参考文献：
  名称：

  解热镇痛药乙酰胺噻吩类似物的合成及初步药理研究

  摘要：

  对镇痛和解热剂 Ethenzamide 的噻吩类似物 1b 和密切相关的化合物 1a 的初步药理学研究表明，Ethenzamide 和噻吩化合物在镇痛、解热、致溃疡、低温和镇静作用方面存在很大的相似性。然而，噻吩类化合物对小鼠的急性毒性明显高于乙酰胺。

  DOI：

  10.1002/ardp.19923250206

文献信息

• Synthesis of new bis[1-(thiophenyl)propynones] as potential organic dyes for colorless luminescent solar concentrators (LSCs)
  作者：Gianluigi Albano、Tony Colli、Luigi Nucci、Rima Charaf、Tarita Biver、Andrea Pucci、Laura Antonella Aronica

  DOI：10.1016/j.dyepig.2019.108100

  日期：2020.3

  New luminophores having different aryl nuclei and propynones moieties have been obtained via sonogashira reactions. Their optical properties were evaluated and indicated that carbonyl groups are responsible for significant bathochromic effects and high stokes shifts. The insertion of -ome groups on the central benzene unit gives to the fluorophore high optical efficiency when homogeneously dispersed

  已经通过sonogashira反应获得了具有不同的芳基核和丙炔酮部分的新的发光体。他们的光学性能进行了评估，并表明羰基是造成显着红移效应和高斯托克斯位移的原因。当均匀地分散在聚甲基丙烯酸环己酯（PCMA）膜中并连接至PV电池时，在中央苯单元上插入-ome基团可使荧光团具有较高的光学效率。
• 5-heterocyclyl pyrazolo[4,3-d]pyrimidin-7-ones for the treatment of male
  申请人：Janssen Pharmaceutica, N.V.

  公开号：US06077841A1

  公开（公告）日：2000-06-20

  The invention is directed to novel substituted 5-heterocyclyl pyrazolopyrimidinones and derivatives thereof, their synthesis and their use in treating sexual dysfunction in mammals, especially male erectile dysfunction. Pharmaceutical compositions containing the compounds and methods of using them to treat sexual dysfunction are also described.

  本发明涉及新型取代的5-杂环基嘧唑吡咯并咪唑酮及其衍生物，其合成以及在哺乳动物中治疗性功能障碍，特别是男性勃起功能障碍方面的应用。还描述了含有这些化合物的制药组合物以及使用它们治疗性功能障碍的方法。
• Discovery and Structure−Activity Relationship of 3-Aryl-5-aryl-1,2,4-oxadiazoles as a New Series of Apoptosis Inducers and Potential Anticancer Agents
  作者：Han-Zhong Zhang、Shailaja Kasibhatla、Jared Kuemmerle、William Kemnitzer、Kristin Ollis-Mason、Ling Qiu、Candace Crogan-Grundy、Ben Tseng、John Drewe、Sui Xiong Cai

  DOI：10.1021/jm050292k

  日期：2005.8.1

  We have identified 5-(3-chlorothiophen-2-yl)-3-(4-trifluoromethylphenyl)-1,2,4-oxadiazole (1d) as a novel apoptosis inducer through our caspase- and cell-based high-throughput screening assay. Compound 1d has good activity against several breast and colorectal cancer cell lines but is inactive against several other cancer cell lines. In a flow cytometry assay, treatment of T47D cells with 1d resulted in arrest of cells in the G, phase, followed by induction of apoptosis. SAR studies of 1d showed that the 3-phenyl group can be replaced by a pyridyl group, and a substituted five-member ring in the 5-position is important for activity. 5-(3-Chlorothiophen-2-yl)-3-(5-chloropyridin-2-yl)-1,2,4-oxadiazole (41) has been found to have in vivo activity in a MX-1 tumor model. Using a photoaffinity agent, the molecular target has been identified as TIP47, an IGF II receptor binding protein. Therefore, our cell-based chemical genetics approach for the discovery of apoptosis inducers can identify potential anticancer agents as well as their molecular targets.
• 5-HETEROCYCLYL PYRAZOLO 4,3-D]PYRIMIDIN-7-ONES FOR THE TREATMENT OF MALE ERECTILE DYSFUNCTION
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1109814B1

  公开（公告）日：2004-04-21
• THIADIAZOLE DERIVATIVES FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
  申请人：GRIFFIOEN Gerard

  公开号：US20090054410A1

  公开（公告）日：2009-02-26

  This invention provides specifically substituted 1,2,4-thiadiazole derivatives for use in the treatment of an α-synucleopathy such as Parkinson's disease, diffuse Lewy body disease, traumatic brain injury, amyotrophic lateral sclerosis, Niemann-Pick disease, Hallervorden-Spatz syndrome, Down syndrome, neuroaxonal dystrophy, multiple system atrophy and Alzheimer's disease. This invention also provides various methods for producing such substituted 1,2,4-thiadiazole derivatives.