2-(5-chlorothiophene-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane | 635305-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-(5-chlorothiophene-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane
• 英文别名: 2-(5-chlorothiophen-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane；2-(5-Chlorothiophen-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane
• CAS: 635305-25-8
• 化学式: C₉H₁₂BClO₂S
• 分子量: 230.523
• InChiKey: CFSGCEMLYNWLPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(5-chlorothiophene-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane 、 2-碘薁 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 0.5h， 以73%的产率得到2-(2-azulenyl)-5-chlorothiophene
  参考文献：
  名称：

  Synthesis, Properties, and OFET Characteristics of 5,5′-Di(2-azulenyl)-2,2′-bithiophene (DAzBT) and 2,5-Di(2-azulenyl)-thieno[3,2-b]thiophene (DAzTT)

  摘要：

  Two azulene-based pi-conjugated systems, 5,5'-di(2-azulenyl)-2,2'-bithiophene and 2,5-di(2-azulenyl)-thieno[3,2-b]thiophene, were constructed via Suzuki-Miyaura cross-coupling reactions. The crystal structures of both revealed an edge-to-face orientation in a well-defined herringbone packing. The molecules stood nearly perpendicular to the substrate in the film form, with features of an organic field-effect transistor at hole mobilities of up to 5.0 x 10(-2) cm(2) V-1 s(-1).

  DOI：

  10.1021/ol3007327
• 作为产物：
  描述：

  2,2-二甲基-1,3-丙二醇 、 5-氯噻吩-2-硼酸 生成 2-(5-chlorothiophene-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane
  参考文献：
  名称：

  Pharmaceutical use of boronic acids and esters thereof

  摘要：

  使用化合物来抑制激素敏感性脂肪酶，将这些化合物用作制药组合物，制药组合物包括这些化合物，使用这些化合物和组合物的治疗方法以及新型化合物。当前的化合物是激素敏感性脂肪酶的抑制剂，可用于治疗和/或预防一系列需要减少激素敏感性脂肪酶活性的医疗疾病。

  公开号：

  US07037905B2

文献信息

• [EN] PHARMACEUTICAL USE OF BORONIC ACIDS AND ESTERS THEREOF<br/>[FR] UTILISATION PHARMACEUTIQUE D'ACIDES BORONIQUES ET DE LEURS ESTERS
  申请人：NOVO NORDISK AS

  公开号：WO2003105860A1

  公开（公告）日：2003-12-24

  Use of compounds to inhibit hormone-sensitive lipase, the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds, method of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitve lipase and may be useful in the treatment and/or prevention of a range of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物抑制激素敏感性脂肪酶，将这些化合物用作药物组合物，包含这些化合物的药物组合物，使用这些化合物和组合物的治疗方法，以及新型化合物。这些化合物是激素敏感性脂肪酶的抑制剂，可能在治疗和/或预防一系列需要减少激素敏感性脂肪酶活性的医疗疾病中有用。
• Pharmaceutical use of boronic acids and esters thereof
  申请人：——

  公开号：US20040053889A1

  公开（公告）日：2004-03-18

  Use of compounds to inhibit hormone-sensitive lipase, the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds, method of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of a range of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物来抑制激素敏感性脂肪酶，以这些化合物作为制药组合物，包含这些化合物的制药组合物，使用这些化合物和组合物进行治疗的方法，以及新型化合物。这些化合物是激素敏感性脂肪酶的抑制剂，并可能在需要减少激素敏感性脂肪酶活性的一系列医疗障碍的治疗和/或预防中有用。
• ペンタフルオロスルファニル基を有する複素環オリゴマー化合物
  申请人：宇部興産株式会社

  公开号：JP5765371B2

  公开（公告）日：2013-09-09
• Structure–activity relationship for aryl and heteroaryl boronic acid inhibitors of hormone-sensitive lipase
  作者：Søren Ebdrup、Poul Jacobsen、Anupma Dhanda Farrington、Per Vedsø

  DOI：10.1016/j.bmc.2004.12.042

  日期：2005.3

  A range of aryl and heteroaryl boronic acids were tested for their in vitro hormone-sensitive lipase inhibitory properties. (2-Benzyloxy-5-fluorophenyl)boronic acid, (2-benzyloxy-5-chlorophenyl)boronic acid and 5-bromothiophene-2-boronic acid were found to be the most potent HSL inhibitors with IC50 values of 140, 17 and 350 nm, respectively. (c) 2004 Elsevier Ltd. All rights reserved.
• Synthesis, Properties, and OFET Characteristics of 5,5′-Di(2-azulenyl)-2,2′-bithiophene (DAzBT) and 2,5-Di(2-azulenyl)-thieno[3,2-<i>b</i>]thiophene (DAzTT)
  作者：Yuji Yamaguchi、Yukihiro Maruya、Hiroshi Katagiri、Ken-ichi Nakayama、Yoshihiro Ohba

  DOI：10.1021/ol3007327

  日期：2012.5.4

  Two azulene-based pi-conjugated systems, 5,5'-di(2-azulenyl)-2,2'-bithiophene and 2,5-di(2-azulenyl)-thieno[3,2-b]thiophene, were constructed via Suzuki-Miyaura cross-coupling reactions. The crystal structures of both revealed an edge-to-face orientation in a well-defined herringbone packing. The molecules stood nearly perpendicular to the substrate in the film form, with features of an organic field-effect transistor at hole mobilities of up to 5.0 x 10(-2) cm(2) V-1 s(-1).