2-[(1,3-苯并噻唑-2-基)硫烷基]-2-甲基丙酸 | 65937-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 2-[(1,3-苯并噻唑-2-基)硫烷基]-2-甲基丙酸
• 英文名称: 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-methylpropionic acid
• 英文别名: 2-(benzo[d]thiazol-2-ylsulfanyl)-2-methylpropanoic acid；2-benzothiazol-2-ylsulfanyl-2-methyl-propionic acid；α-benzothiazol-2-ylmercapto-isobutyric acid；α-Benzothiazol-2-ylmercapto-isobuttersaeure；2-(1,3-Benzothiazol-2-ylsulfanyl)-2-methylpropanoic acid
• CAS: 65937-38-4
• 化学式: C₁₁H₁₁NO₂S₂
• 分子量: 253.346
• InChiKey: UJJLJCLPPPXHPT-UHFFFAOYSA-N

物化性质

• 熔点：
  155 °C
• 沸点：
  419.3±47.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(1,3-苯并噻唑-2-基)硫烷基]-2-甲基丙酸 、 N,N-二乙基氯乙胺 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-benzothiazol-2-ylsulfanyl-2-methyl-propionic acid 2-diethylamino-ethyl ester
  参考文献：
  名称：

  Carminati,G. et al., Bollettino Chimico Farmaceutico, 1963, vol. 102, p. 522 - 540

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-methylpropionate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以84%的产率得到2-[(1,3-苯并噻唑-2-基)硫烷基]-2-甲基丙酸
  参考文献：
  名称：

  使用烷基二苯基亚膦酸酯通过醌介导的氧化-还原缩合从手性叔醇形成立体有择的 C-S 键及其在合成手性叔硫醇中的应用

  摘要：

  2-硫烷基-1,3-苯并噻唑 (Btz-SH) 与由叔醇制备的烷基二苯基亚膦酸酯 1 之间的氧化还原缩合反应在 2,6-di-t-...

  DOI：

  10.1246/bcsj.79.780

文献信息

• CYCLIC AMIDE DERIVATIVES AS INHIBITORS OF 11 - BETA - HYDROXYSTEROID DEHYDROGENASE AND USES THEREOF
  申请人：CONNEXIOS LIFE SCIENCES PVT. LTD.

  公开号：US20150158860A1

  公开（公告）日：2015-06-11

  The present invention relates to certain amide derivatives that have the ability to inhibit 11-β-hydroxysteroid dehydrogenase type 1 (11β-HSD-1) and which are therefore useful in the treatment of certain disorders that can be prevented or treated by inhibition of this enzyme. In addition the invention relates to the compounds, methods for their preparation, pharmaceutical compositions containing the compounds and the uses of these compounds in the treatment of certain disorders. It is expected that the compounds of the invention will find application in the treatment of conditions such as non-insulin dependent type 2 diabetes mellitus (NIDDM), insulin resistance, obesity, impaired fasting glucose, impaired glucose tolerance, lipid disorders such as dyslipidemia, hypertension and as well as other diseases and conditions.

  本发明涉及某些酰胺衍生物，这些衍生物具有抑制11-β-羟基类固醇脱氢酶1型（11β-HSD-1）的能力，因此在预防和治疗可以通过抑制该酶来预防或治疗的某些疾病中是有用的。此外，发明还涉及这些化合物的制备方法、含有这些化合物的药物组合物以及这些化合物在治疗某些疾病中的用途。预计本发明的化合物将在治疗非胰岛素依赖型2型糖尿病（NIDDM）、胰岛素抵抗、肥胖、空腹血糖受损、葡萄糖耐量受损、脂质紊乱（如血脂异常）、高血压以及其他疾病和状况中找到应用。
• [EN] CYCLIC AMIDE DERIVATIVES AS INHIBITORS OF 11 - BETA - HYDROXYSTEROID DEHYDROGENASE AND USES THEREOF<br/>[FR] DÉRIVÉS D'AMIDE CYCLIQUES À UTILISER EN TANT QU'INHIBITEURS DE 11-BÊTA-HYDROXYSTÉROÏDE DÉSHYDROGÉNASE ET UTILISATIONS DE CEUX-CI
  申请人：CONNEXIOS LIFE SCIENCES PVT LTD

  公开号：WO2013128465A1

  公开（公告）日：2013-09-06

  The present invention relates to certain amide derivatives that have the ability to inhibit 11-β-hydroxysteroid dehydrogenase type 1 (11β-HSD-1) and which are therefore useful in the treatment of certain disorders that can be prevented or treated by inhibition of this enzyme. In addition the invention relates to the compounds, methods for their preparation, pharmaceutical compositions containing the compounds and the uses of these compounds in the treatment of certain disorders. It is expected that the compounds of the invention will find application in the treatment of conditions such as non-insulin dependent type 2 diabetes mellitus (NIDDM), insulin resistance, obesity, impaired fasting glucose, impaired glucose tolerance, lipid disorders such as dyslipidemia, hypertension and as well as other diseases and conditions.

  本发明涉及某些酰胺衍生物，这些衍生物具有抑制11-β-羟基类固醇脱氢酶1型（11β-HSD-1）的能力，因此在预防或治疗可通过抑制该酶来预防或治疗的某些疾病中是有用的。此外，本发明还涉及这些化合物的制备方法、含有这些化合物的药物组合物以及这些化合物在治疗某些疾病中的用途。预计本发明的化合物将用于治疗非胰岛素依赖型2型糖尿病（NIDDM）、胰岛素抵抗、肥胖、空腹血糖受损、葡萄糖耐量受损、脂质紊乱（如血脂异常）、高血压以及其它疾病和状况。
• Cagnoli et al., Ricerca Scientifica, 1958, vol. 28, p. 2522,2524
  作者：Cagnoli et al.

  DOI：——

  日期：——
• The Bargellini reaction in a series of heterocyclic thiols
  作者：Yu. V. Melnikova、A. S. Lyakhov、L. S. Ivashkevich、T. V. Artamonova、N. P. Novoselov、Yu. E. Zevatskii、L. V. Myznikov

  DOI：10.1134/s1070363216020183

  日期：2016.2

  The synthesis of sterically hindered carboxylic acids based on heterocyclic thiols has been performed via the Bargellini reaction. Structure of the obtained compounds has been confirmed by means of X-ray diffraction analysis.
• Synthesis and antiplatelet activity of thioaryloxyacids analogues of clofibric acid
  作者：A AMMAZZALORSO、R AMOROSO、M BARALDI、G BETTONI、D BRAGHIROLI、B DEFILIPPIS、L GIAMPIETRO、M TRICCA、F VEZZALINI

  DOI：10.1016/j.ejmech.2005.03.022

  日期：2005.9

  The thiophene-, benzothiazole- and pyridine-thioaryloxyacids analogues of clofibric acid were synthesized and their antiplatelet activity was screened. Some compounds exhibited antiaggregating properties. The platelet-related haemostasis was measured on a PFA-100 (R) analyzer using bull blood. (c) 2005 Elsevier SAS. All rights reserved.