(4-ethylphenyl)(3-methylthiophene-2-yl)methanone | 1156807-53-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-ethylphenyl)(3-methylthiophene-2-yl)methanone
• 英文别名: (4-ethylphenyl)(3-methylthiophen-2-yl)methanone；(4-ethylphenyl)-(3-methylthiophen-2-yl)methanone
• CAS: 1156807-53-2
• 化学式: C₁₄H₁₄OS
• 分子量: 230.331
• InChiKey: UDZRYHZQDDGATF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-ethylphenyl)(3-methylthiophene-2-yl)methanone 在 三乙基硅烷 、 三氟化硼乙醚 、 溴 、 溶剂黄146 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2,3-dibromo-5-(4-ethylbenzyl)-4-methylthiophene
  参考文献：
  名称：

  Novel thiophenyl C-aryl glucoside SGLT2 inhibitors as potential antidiabetic agents

  摘要：

  Novel thiophene C-aryl glucoside SGLT2 inhibitors were designed and synthesized. Two different types of thiophene derivatives were readily prepared. Among the compounds tested, ethylphenyl at the distal ring 71p showed the best in vitro inhibitory activity in this series to date (IC50=4.47 nM) against SGLT2. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.014
• 作为产物：
  描述：

  3-甲基噻吩-2-羰基氯 在 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 生成 (4-ethylphenyl)(3-methylthiophene-2-yl)methanone
  参考文献：
  名称：

  [EN] NOVEL THIOPHENE DERIVATIVE AS SGLT2 INHIBITOR AND PHARMACEUTICAL COMPOSITION COMPRISING SAME
  [FR] NOUVEAU DÉRIVÉ DU THIOPHÈNE UTILISÉ COMME INHIBITEUR DU SGLT2 ET COMPOSITION PHARMACEUTIQUE COMPRENANT CE DÉRIVÉ

  摘要：

  公开号：

  WO2012033390A3

文献信息

• NOVEL THIOPHENE DERIVATIVE AS SGLT2 INHIBITOR AND PHARMACEUTICAL COMPOSITION COMPRISING SAME
  申请人：Lee Jinhwa

  公开号：US20130172278A1

  公开（公告）日：2013-07-04

  The present invention relates to a novel compound with thiophene ring having an inhibitory activity against sodium-dependent glucose cotransporter 2 (SGLT2) being present in the intestine and kidney, and a pharmaceutical composition comprising the same as an active ingredient, which is useful for preventing or treating metabolic disorders, particularly diabetes. The prevention also provides a method for preparing same, a pharmaceutical composition containing same, and a method for preventing or treating metabolic disorders, particularly diabetes.

  本发明涉及一种具有噻吩环的新化合物，具有对存在于肠和肾中的钠依赖性葡萄糖共转运体2（SGLT2）的抑制活性，并且包含该化合物作为活性成分的药物组合物，该组合物有助于预防或治疗代谢性疾病，特别是糖尿病。预防还提供了制备该化合物的方法，含有该化合物的药物组合物以及预防或治疗代谢性疾病，特别是糖尿病的方法。
• Thiophene derivative as SGLT2 inhibitor and pharmaceutical composition comprising same
  申请人：Lee Jinhwa

  公开号：US09006187B2

  公开（公告）日：2015-04-14

  The present invention relates to a novel compound with thiophene ring having an inhibitory activity against sodium-dependent glucose cotransporter 2 (SGLT2) being present in the intestine and kidney, and a pharmaceutical composition comprising the same as an active ingredient, which is useful for preventing or treating metabolic disorders, particularly diabetes. The prevention also provides a method for preparing same, a pharmaceutical composition containing same, and a method for preventing or treating metabolic disorders, particularly diabetes.

  本发明涉及一种新型含有噻吩环的化合物，该化合物具有抑制肠道和肾脏中存在的钠依赖性葡萄糖转运蛋白2（SGLT2）的活性，并且包括该化合物作为活性成分的制药组合物，该组合物有助于预防或治疗代谢性疾病，特别是糖尿病。本发明还提供了制备该化合物的方法，含有该化合物的制药组合物，以及预防或治疗代谢性疾病，特别是糖尿病的方法。
• Palladium catalyzed cross-coupling of 3-methylthiophene-2-carbonyl chloride with aryl/het-aryl boronic acids: a convenient method for synthesis of thienyl ketones
  作者：Komal Rizwan、Idris Karakaya、Muhammad Zubair、Nasir Rasool

  DOI：10.1080/17415993.2022.2079379

  日期：2022.9.3

  pharmaceutical compounds and natural products. A protocol for the synthesis of thienyl ketones has been developed via Pd (0) catalyzed cross-coupling reaction. The desired thienyl ketones (3a-x) were synthesized by cross coupling of 3-methylthiophene-2-carbonyl chloride with variety of aryl/heteroaryl-boronic acids in good to excellent yields (46–91%) under mild conditions (1.5 eq Cs2CO3 at 50 °C). Different functional

  双芳基酮是大量药物化合物和天然产物中的重要基序。通过Pd (0) 催化的交叉偶联反应开发了一种合成噻吩基酮的方案。所需的噻吩基酮(3a-x)通过 3-甲基噻吩-2-碳酰氯与各种芳基/杂芳基硼酸在温和条件下 (1.5 eq Cs) 以良好至优异的产率 (46–91%) 交叉偶联合成2 CO 3在 50 °C）。在开发的反应条件下，不同的官能团具有良好的耐受性。
• US9006187B2
  申请人：——

  公开号：US9006187B2

  公开（公告）日：2015-04-14
• [EN] NOVEL THIOPHENE DERIVATIVE AS SGLT2 INHIBITOR AND PHARMACEUTICAL COMPOSITION COMPRISING SAME<br/>[FR] NOUVEAU DÉRIVÉ DU THIOPHÈNE UTILISÉ COMME INHIBITEUR DU SGLT2 ET COMPOSITION PHARMACEUTIQUE COMPRENANT CE DÉRIVÉ
  申请人：GREEN CROSS CORP

  公开号：WO2012033390A3

  公开（公告）日：2012-05-18