4-bromo-2-(4-ethylbenzyl)-1-methylbenzene | 1354794-71-0

• 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: 4-bromo-2-(4-ethylbenzyl)-1-methylbenzene
• 英文别名: 4-Bromo-2-[(4-ethylphenyl)methyl]-1-methylbenzene
• CAS: 1354794-71-0
• 化学式: C₁₆H₁₇Br
• 分子量: 289.215
• InChiKey: NDIRHXVZXFEFSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-bromo-2-(4-ethylbenzyl)-1-methylbenzene 在 三乙基硅烷 、 4-二甲氨基吡啶 、 正丁基锂 、 三氟化硼乙醚 、 sodium methylate 、 乙硫醇 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 31.0h， 生成 (1S)-1,4-anhydro-1-[3-(4-ethylbenzyl)-4-methylphenyl]-D-glucitol
  参考文献：
  名称：

  Synthesis and biological evaluation of novel C-aryl d-glucofuranosides as sodium-dependent glucose co-transporter 2 inhibitors

  摘要：

  Novel C-aryl-D-glucofuranosides were synthesized and evaluated for their capacity to inhibit human sodium-dependent glucose co-transporter 2 (hSGLT2) and hSGLT1. Compound 21q demonstrated the best in vitro inhibitory activity against SGLT2 in this series (EC50 = 0.62 mu M). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.08.067
• 作为产物：
  描述：

  2-甲基-5-溴苯甲酸 在 三乙基硅烷 、 草酰氯 、 三氟化硼乙醚 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 4-bromo-2-(4-ethylbenzyl)-1-methylbenzene
  参考文献：
  名称：

  Synthesis and biological evaluation of novel C-aryl d-glucofuranosides as sodium-dependent glucose co-transporter 2 inhibitors

  摘要：

  Novel C-aryl-D-glucofuranosides were synthesized and evaluated for their capacity to inhibit human sodium-dependent glucose co-transporter 2 (hSGLT2) and hSGLT1. Compound 21q demonstrated the best in vitro inhibitory activity against SGLT2 in this series (EC50 = 0.62 mu M). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.08.067

文献信息

• [EN] C-ARYL GLUCOSIDE SGLT2 INHIBITORS AND METHOD<br/>[FR] C-ARYL GLUCOSIDES INHIBITEURS DE SGLT2 ET MÉTHODE CORRESPONDANTE
  申请人：ZHEJIANG BETA PHARMA INC

  公开号：WO2012003811A1

  公开（公告）日：2012-01-12

  C-aryl glucosides which are inhibitors of sodium dependent glucose transporters found in the intestine and kidney (SGLT2), shown as formula I, a pharmaceutical composition and pharmaceutical combination.

  C-芳基葡萄糖苷是肠道和肾脏中发现的钠依赖性葡萄糖转运体抑制剂（SGLT2），其化学式为I，是一种制药组合物和制药组合。
• 苯基丙二醇衍生物、其制备方法和用途
  申请人：佛山市赛维斯医药科技有限公司

  公开号：CN104529709B

  公开（公告）日：2016-02-24

  本发明涉及与糖尿病相关的药物领域。具体而言，本发明涉及一类苯基丙二醇结构的II型钠依赖性葡萄糖转运子(SGLT2)抑制剂、其制备方法、以及在制备治疗糖尿病药物中的应用。其中，R1选自H，C1-C5的烷基、C3-C8环烷基；R2选自C1-C5的烷基。
• Synthesis and biological evaluation of SGLT2 inhibitors: gem-difluoromethylenated Dapagliflozin analogs
  作者：Zeng-Hao Chen、Ruo-Wen Wang、Feng-Ling Qing

  DOI：10.1016/j.tetlet.2012.02.062

  日期：2012.4

  Dapagliflozin is currently the most advanced SGLT2 inhibitor, which has been used in Phase III clinical trials for treatment of diabetes. Here we describe the design and synthesis of Dapagliflozin analogs modified with gem-difluoromethylene group. Their biological evaluation of in vitro inhibitory activity against human SGLT2 showed that some of the analogs with CF2 at C-4 are better SGLT2 inhibitors compared with Dapagliflozin. (c) 2012 Elsevier Ltd. All rights reserved.
• Synthesis and biological evaluation of novel C-aryl d-glucofuranosides as sodium-dependent glucose co-transporter 2 inhibitors
  作者：Tzung-Sheng Lin、Ya-Wen Liw、Jen-Shin Song、Tsung-Chih Hsieh、Hsien-Wei Yeh、Lih-Ching Hsu、Chun-Jung Lin、Szu-Huei Wu、Pi-Hui Liang

  DOI：10.1016/j.bmc.2013.08.067

  日期：2013.11

  Novel C-aryl-D-glucofuranosides were synthesized and evaluated for their capacity to inhibit human sodium-dependent glucose co-transporter 2 (hSGLT2) and hSGLT1. Compound 21q demonstrated the best in vitro inhibitory activity against SGLT2 in this series (EC50 = 0.62 mu M). (C) 2013 Elsevier Ltd. All rights reserved.