3-[(4-ethyl)phenyl]thiophene | 119492-72-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[(4-ethyl)phenyl]thiophene
• 英文别名: 3-(4-Ethylphenyl)thiophene
• CAS: 119492-72-7
• 化学式: C₁₂H₁₂S
• 分子量: 188.293
• InChiKey: ZPDVUONJBCLUCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-[(4-ethyl)phenyl]thiophene 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 以99%的产率得到4-(3-thienyl)-α-methylbenzylbromide
  参考文献：
  名称：

  Synthesis and evaluation of S -4-(3-thienyl)phenyl-α-methylacetic acid

  摘要：

  Herein we report an efficient procedure to synthesize S-4-(3-thienyl)phenyl-alpha-methylacetic acid, an enantiomerically pure intermediate of a recently approved nonsteroidal antiinflammatory cyclooxygenase inhibitor, atliprofen [methyl RS-4-(3-thienyl)phenyl-alpha-methylacetate]. The interactions of the active S-isomer of the acid were theoretically compared with those of S-ibuprofen through molecular docking studies using COX-1 and COX-2 protein structures. The results were corroborated by in vitro and in vivo studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.066
• 作为产物：
  描述：

  4-[(4-ethyl)phenyl]-2-chlorothiophene 在 palladium on activated charcoal 氢氧化钾 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以80%的产率得到3-[(4-ethyl)phenyl]thiophene
  参考文献：
  名称：

  一种新的、简单的 3-芳基噻吩路线

  摘要：

  3-芳基噻吩由 2,5-二氯噻吩分两步制备。在温和条件下，2,5-二氯噻吩与各种芳香族化合物在温和条件下发生区域选择性反应，得到 4-芳基-2-氯噻吩。后一种化合物很容易通过催化脱氯以良好的产率转化为相应的 3-芳基噻吩。

  DOI：

  10.1246/bcsj.61.3779

文献信息

• B(C₆F₅)₃-Catalyzed Hydrodesulfurization Using Hydrosilanes – Metal-Free Reduction of Sulfides
  作者：Kodai Saito、Kazumi Kondo、Takahiko Akiyama

  DOI：10.1021/acs.orglett.5b01651

  日期：2015.7.2

  B(C6F5)3-catalyzed hydrodesulfurization of carbon–sulfur bonds was achieved using triethylsilane as the reducing agent. The corresponding products were obtained in good yields under mild reaction conditions. This protocol could be applied to the reduction of sulfides, including benzyl and alkyl sulfides and dithianes, with high chemoselectivities.

  使用三乙基硅烷作为还原剂，实现了B（C 6 F 5）3催化的碳硫键加氢脱硫。在温和的反应条件下以高收率获得了相应的产物。该方案可用于具有高化学选择性的硫化物的还原，包括苄基和烷基硫化物以及二噻烷。
• [EN] MORPHOLINONE COMPOUNDS AS FACTOR IXA INHIBITORS<br/>[FR] COMPOSÉS DE MORPHOLINONE EN TANT QU'INHIBITEURS DE FACTEUR IXA
  申请人：MOCHIDA PHARM CO LTD

  公开号：WO2010065717A1

  公开（公告）日：2010-06-10

  The present invention provides a compound of Formula (I) as described herein, or a pharmaceutically acceptable salt or a solvate thereof. The present invention also provides pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing a thromboses, embolisms, hypercoagulability or fibrotic changes.

  本发明提供了如下描述的化合物I的化合物，或其药用可接受的盐或溶剂。本发明还提供包含一个或多个所述化合物的药物组合物，以及使用所述化合物治疗或预防血栓、栓塞、高凝血性或纤维变化的方法。
• Synthesis of Unsymmetrical 2,3-Diaryl- and 2,4-Diarylthiophenes Starting from 2,5-Dichlorothiophene
  作者：Tyo Sone、Kazuaki Sato、Yasuhiro Umetsu、Akihiro Yoshino、Kensuke Takahashi

  DOI：10.1246/bcsj.67.2187

  日期：1994.8

  4-diaryl- and 2,3-diarylthiophenes were synthesized from 2,5-dichlorothiophene via 4-aryl-2-chlorothiophenes in two and four steps including Ni-mediated cross-coupling, respectively. Aluminum chloride-catalyzed reaction of 3-aryl-2-chlorothiophenes with some aromatic ethers unexpectedly led to the formation of the corresponding 2,4-isomers.

  不对称取代的 2,4-二芳基-和 2,3-二芳基噻吩分别由 2,5-二氯噻吩通过 4-芳基-2-氯噻吩在两步和四步（包括 Ni 介导的交叉偶联）中合成。氯化铝催化的 3-芳基-2-氯噻吩与一些芳香醚的反应出人意料地导致了相应的 2,4-异构体的形成。
• A New and Simple Route to 3-Arylthiophenes
  作者：Tyo Sone、Manabu Inoue、Kazuaki Sato

  DOI：10.1246/bcsj.61.3779

  日期：1988.10

  3-Arylthiophenes were prepared from 2,5-dichlorothiophene in two steps. 2,5-Dichlorothiophene reacted regioselectively with various aromatic compounds in the presence of AlCl3 under mild conditions to give 4-aryl-2-chlorothiophenes. The latter compounds were easily converted to the corresponding 3-arylthiophenes by catalytic dechlorination in good yields.

  3-芳基噻吩由 2,5-二氯噻吩分两步制备。在温和条件下，2,5-二氯噻吩与各种芳香族化合物在温和条件下发生区域选择性反应，得到 4-芳基-2-氯噻吩。后一种化合物很容易通过催化脱氯以良好的产率转化为相应的 3-芳基噻吩。
• CYSTEINE PROTEASE INHIBITORS
  申请人：Unoki Gen

  公开号：US20090291945A1

  公开（公告）日：2009-11-26

  To provide a compound having an excellent cysteine protease inhibitory effect, and to provide a drug for treatment or prevention of the disease selected from the group consisting of osteoporosis, osteoarthritis, chronic rheumatoid arthritis, Paget's disease of bone, hypercalcemia, bone metastasis of cancer, and ostealgia. A compound represented by formula (1) or a pharmaceutically acceptable salt thereof, or a drug or pharmaceutical composition containing the same as an effective component.

  提供一种具有优异半胱氨酸蛋白酶抑制作用的化合物，并提供一种用于治疗或预防骨质疏松症、骨关节炎、慢性类风湿性关节炎、骨Paget病、高钙血症、骨癌转移和骨痛的药物。化合物由式（1）表示，或其药学上可接受的盐，或将其作为有效成分的药物或药物组合物。