2-(4-methoxy-phenyl)-1-thiophen-2-yl-ethanone | 67947-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxy-phenyl)-1-thiophen-2-yl-ethanone
• 英文别名: 2-(4-methoxyphenyl)-1-(thiophen-2-yl)ethan-1-one；2-(4-Methoxyphenyl)-1-(thien-2-yl)ethanone；2-(4-methoxy-phenyl)-1-[2]thienyl-ethanone；2-(4-Methoxy-phenyl)-1-[2]thienyl-aethanon；2-(4-methoxyphenyl)-1-thiophen-2-ylethanone
• CAS: 67947-62-0
• 化学式: C₁₃H₁₂O₂S
• 分子量: 232.303
• InChiKey: REHRJAADIKKNLS-UHFFFAOYSA-N

物化性质

• 熔点：
  78-80 °C
• 沸点：
  386.0±22.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  2-(4-methoxy-phenyl)-1-thiophen-2-yl-ethanone 在 氯化亚砜 、 对甲苯磺酸 、 肼基甲酸乙酯 作用下， 生成 5-(4-anisyl)-4-(thiophen-2-yl)-1,2,3-thiadiazole
  参考文献：
  名称：

  Synthesis and platelet aggregation inhibitory activity of 4,5-bis(substituted)-1,2,3-thiadiazoles

  摘要：

  Routine screening of compounds for inhibition of collagen-induced platelet aggregation in vitro revealed 4,5-bis-(4-methoxyphenyl)-1,2,3-thiadiazole (2) was active and it represents the first example of a 1,2,3-thiadiazole with possible antithrombotic activity. In order to develop a structure-activity relationship for this heterocycle, a number of new 4(5)-mono- and -disubstituted 1,2,3-thiadiazoles were synthesized. These were tested in our screen and a number of additional active compounds were found. The most active compounds (2, 5a, 5b, and 6c) were those in which the heterocycle was substituted with benzene rings possessing para electron-donating groups.

  DOI：

  10.1021/jm00382a009
• 作为产物：
  描述：

  4-甲氧基苯乙酰氯 在 四氯化锡 盐酸 作用下， 以 二氯甲烷 为溶剂， 以68.9%的产率得到2-(4-methoxy-phenyl)-1-thiophen-2-yl-ethanone
  参考文献：
  名称：

  1,2,3-thiadiazole compounds, compositions and method of anti-thrombotic

  摘要：

  新颖和旧的1,2,3-噻二唑化合物，新的和旧的1,2,3-噻二唑组合物以及抗血栓治疗方法被系统地用于人类或动物。

  公开号：

  US05098918A1

文献信息

• Palladium-Catalyzed Secondary Benzylic Imidoylative Reactions
  作者：Chenglong Wang、Licheng Wu、Wentao Xu、Feng He、Jingping Qu、Yifeng Chen

  DOI：10.1021/acs.orglett.0c02515

  日期：2020.9.4

  Reported herein is a palladium-catalyzed secondary benzylic imidoylative Negishi reaction leveraging the sterically bulky aromatic isocyanides as the imine source. This method allows the facile access of alkyl-, (hetero)aryl-, and alkynylzinc reagents to afford various α-substituted phenylacetone products under mild acidic hydrolysis, which are ubiquitous motifs in many pharmaceuticals and biologically

  本文报道了利用空间上庞大的芳族异氰酸酯作为亚胺源的钯催化的仲苄基亚氨基酰亚胺化Negishi反应。该方法允许在温和的酸性水解条件下容易地获得烷基，（杂）芳基和炔基锌试剂，从而得到各种α-取代的苯丙酮产物，这些产物是许多药物和生物活性化合物中普遍存在的基序。亚胺的非对映选择性还原可以实现，以将仲苄基卤化物方便地转化为具有高原子经济性的α-取代的苯乙胺衍生物。
• [EN] NOVEL PRECATALYST SCAFFOLDS FOR CROSS-COUPLING REACTIONS, AND METHODS OF MAKING AND USING SAME<br/>[FR] NOUVEAUX SUPPORTS DE PRÉ-CATALYSEURS POUR RÉACTIONS À COUPLAGE MUTUEL, ET LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：UNIV YALE

  公开号：WO2016057600A1

  公开（公告）日：2016-04-14

  The present invention provides novel transition-metal precatalysts that are useful in preparing active coupling catalysts. In certain embodiments, the precatalysts of the invention are air-stable and moisture-stable. The present invention further provides methods of making and using the precatalysts of the invention.

  本发明提供了新型过渡金属前催化剂，可用于制备活性偶联催化剂。在某些实施例中，本发明的前催化剂具有空气稳定性和湿度稳定性。本发明还提供了制备和使用本发明的前催化剂的方法。
• Selective Monoarylation of Acetate Esters and Aryl Methyl Ketones Using Aryl Chlorides
  作者：Mark R. Biscoe、Stephen L. Buchwald

  DOI：10.1021/ol900295u

  日期：2009.4.16

  Simple, efficient procedures for the monoarylation of acetate esters and aryl methyl ketones using aryl chlorides are presented. Previously, no general method was available to ensure the highly selective monoarylation of these classes of substrates using aryl chlorides. Using palladium precatalysts recently reported by our group, these reactions are easily accomplished under mild conditions that tolerate

  介绍了使用芳基氯对乙酸酯和芳基甲基酮进行单芳基化的简单、有效的程序。以前，没有可用的通用方法来确保使用芳基氯对这些类型的底物进行高选择性单芳基化。使用我们小组最近报道的钯预催化剂，这些反应可以在耐受各种杂环底物的温和条件下轻松完成。
• Indole compounds and their use as estrogen agonists/antagonists
  申请人：——

  公开号：US20030220377A1

  公开（公告）日：2003-11-27

  This invention relates to compounds, in particular indoles, that are useful as estrogen agonists and antagonists and pharmaceutical uses thereof. The present invention also relates to indoles that are selective for the ER&bgr; receptor and pharmaceutical uses thereof. The compounds have utility in that they may be used to treat estrogen mediated disorders.

  该发明涉及一种化合物，特别是吲哚类化合物，可用作雌激素激动剂和拮抗剂，以及其药用用途。本发明还涉及对ER&bgr;受体具有选择性的吲哚类化合物及其药用用途。这些化合物具有实用价值，因为它们可以用于治疗雌激素介导的疾病。
• Precatalyst scaffolds for cross-coupling reactions, and methods of making and using same
  申请人：YALE UNIVERSITY

  公开号：US10894802B2

  公开（公告）日：2021-01-19

  The present invention provides novel transition-metal precatalysts that are useful in preparing active coupling catalysts. In certain embodiments, the precatalysts of the invention are air-stable and moisture-stable. The present invention further provides methods of making and using the precatalysts of the invention.

  本发明提供了可用于制备活性偶联催化剂的新型过渡金属前催化剂。在某些实施方案中，本发明的前催化剂具有空气稳定性和湿度稳定性。本发明进一步提供了制造和使用本发明前催化剂的方法。