5-ethynyl-2-methylbenzo[b]thiophene-1,1-dioxide | 942595-47-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 5-ethynyl-2-methylbenzo[b]thiophene-1,1-dioxide
• 英文别名: 5-Ethynyl-2-methyl-1-benzothiophene 1,1-dioxide；5-ethynyl-2-methyl-1-benzothiophene 1,1-dioxide
• CAS: 942595-47-3
• 化学式: C₁₁H₈O₂S
• 分子量: 204.249
• InChiKey: VLKWIIKPLJGDKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (Z)-[4-[3-(4-bromophenyl)-3-iodoallyloxy]-2-methylphenoxy]acetate 、 5-ethynyl-2-methylbenzo[b]thiophene-1,1-dioxide 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 以55%的产率得到(Z)-[4-[3-(4-bromophenyl)-5-(1,1-dioxo-2-methylbenzo[b]thiophen-5-yl)pent-2-en-4-ynyloxy]-2-methylphenoxy]acetic acid methyl ester
  参考文献：
  名称：

  Novel selective PPARδ agonists: Optimization of activity by modification of alkynylallylic moiety

  摘要：

  Y-shaped molecules bearing alkynylallylic moieties were found to be potent and selective PPAR delta activators. The alkynylallylic moiety was synthesized from alkyn-l-ols by hydroalumination followed by a cross-coupling reaction. Series of active compounds 6 were obtained by stepwise changing the structure of the known PPARpan agonist 5 into Y-shaped compounds. The most active and selective compound, 6f, had a PPAR delta potency of 0.13 mu M, which is 50-fold more potent than compound 5. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.051
• 作为产物：
  描述：

  5-trimethylsilylethynyl-2-methylbenzo[b]thiophene-1,1-dioxide 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以74%的产率得到5-ethynyl-2-methylbenzo[b]thiophene-1,1-dioxide
  参考文献：
  名称：

  WO2007/71766

  摘要：

  公开号：

文献信息

• NOVEL COMPOUNDS, THEIR PREPARATION AND USE
  申请人：Sauerberg Per

  公开号：US20090093484A1

  公开（公告）日：2009-04-09

  Novel compounds of the general formula (I), the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds and methods of treatment employing these compounds and compositions. The present compounds are activators of PPARδ and should be useful for treating conditions mediated by the same.

  通式（I）的新化合物，这些化合物的用途为制备药物组合物，该组合物包含这些化合物并且使用这些化合物和组合物的治疗方法。这些化合物是PPARδ激活剂，应该对通过PPARδ介导的疾病有用。
• PHENOXY ACETIC ACIDS AS PPAR DELTA ACTIVATORS
  申请人：Sauerberg Per

  公开号：US20110245244A1

  公开（公告）日：2011-10-06

  Novel compounds of the general formula (I), the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds and methods of treatment employing these compounds and compositions. The present compounds are activators of PPARδ and should be useful for treating conditions mediated by the same.

  一般式（I）的新化合物，这些化合物作为制药组合物的用途，包括这些化合物的制药组合物和使用这些化合物和组合物的治疗方法。这些化合物是PPARδ的激活剂，应该对通过PPARδ介导的疾病治疗有用。
• PHENOXY ACETIC ACIDS AND PHENYL PROPIONIC ACIDS AS PPAR DELTA AGONISTS
  申请人：High Point Pharmaceuticals, LLC

  公开号：US20140024645A1

  公开（公告）日：2014-01-23

  Phenoxy acetic acids and phenyl propionic acids and their use in treating type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, or obesity are provided herein. The present compounds are activators of PPARδ and may be useful for treating conditions mediated by the same.

  本文提供了苯氧乙酸和苯基丙酸及其在治疗1型糖尿病、2型糖尿病、糖耐量受损、胰岛素抵抗或肥胖症方面的用途。这些化合物是PPARδ的激活剂，可能对由其介导的疾病有用。
• Novel compounds, their preparation and use
  申请人：High Point Pharmaceuticals, LLC

  公开号：EP2386540A1

  公开（公告）日：2011-11-16

  Novel compounds of the general formula (I), the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds and methods of treatment employing these compounds and compositions. The present compounds are activators of PPARδ and should be useful for treating conditions mediated by the same.

  通式(I)的新型化合物、这些化合物作为药物组合物的用途、包含这些化合物的药物组合物以及使用这些化合物和组合物的治疗方法。本化合物是 PPARδ 的激活剂，可用于治疗由 PPARδ 介导的疾病。
• Phenoxy acetic acids and phenyl propionic acids as PPAR delta agonists
  申请人：vTv Therapeutics LLC

  公开号：US10471066B2

  公开（公告）日：2019-11-12

  Phenoxy acetic acids and phenyl propionic acids and their use in improving mitochondrial energy output in a subject are provided herein. The present compounds are activators of PPARδ and may be useful for treating conditions mediated by the same.

  本文提供了苯氧基乙酸和苯丙酸及其在改善受试者线粒体能量输出方面的用途。本化合物是 PPARδ 的激活剂，可用于治疗由 PPARδ 介导的疾病。