4-(2-methoxyphenyl)-5-(2-thienyl)-1,2,4-triazole-3-thiol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(2-methoxyphenyl)-5-(2-thienyl)-1,2,4-triazole-3-thiol
• 英文别名: 4-(2-methoxyphenyl)-5-(thiophen-2-yl)-4H-1,2,4-triazole-3-thiol；4-(2-methoxyphenyl)-3-thiophen-2-yl-1H-1,2,4-triazole-5-thione
• 化学式: C₁₃H₁₁N₃OS₂
• mdl: MFCD02854422
• 分子量: 289.382
• InChiKey: TYPKVFOOVVIUNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  97.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-methoxyphenyl)-5-(2-thienyl)-1,2,4-triazole-3-thiol 、 4-氯苄溴 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以35%的产率得到3-(4-chloro-benzylsulfanyl)-4-(2-methoxy-phenyl)-5-thiophen-2-yl-4H-[1,2,4]triazole
  参考文献：
  名称：

  [EN] AGONISTS OF THE APELIN RECEPTOR AND METHODS OF USE THEREOF
  [FR] AGONISTES DU RÉCEPTEUR DE L'APÉLINE ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  公开号：

  WO2015184011A3
• 作为产物：
  描述：

  N-(2-methoxyphenyl)-2-(thiophen-2-ylcarbonyl)hydrazinecarbothioamide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以87%的产率得到4-(2-methoxyphenyl)-5-(2-thienyl)-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Chemical and Pharmacological Properties of 3-(Thiophen-2-yl)-4-substituted-Δ²-1,2,4-triazoline-5-thiones

  摘要：

  Three 3-(thiophen-2-yl)-4-substituted-Delta(2)-1,2,4-triazoline-5-thiones were synthesized by intramolecular cyclization of 1-(thiophen-2-ylcarbonyl)-4-substituted thiosemicarbazides in alkaline medium. Their effects on the central nervous system (CNS) of mice in some behavioral tests were investigated. All investigated compounds displayed antinociceptive activity. The correlation between the structural features and bioactivity has been discussed.

  DOI：

  10.1080/10426500801968136

文献信息

• Agonists of the apelin receptor and methods of use thereof
  申请人：Sanford Burnham Prebys Medical Discovery Institute

  公开号：US10570128B2

  公开（公告）日：2020-02-25

  Provided herein are small molecule agonists of the apelin receptor for the treatment of disease. The compounds disclosed herein are useful for the treatment of a range of cardiovascular, renal and metabolic conditions. The present invention is based on the seminal discovery of a series of potent small molecule agonists of the apelin receptor, which are useful for the treatment of diseases including heart failure, chronic kidney disease, hypertension, and metabolic disorders such as insulin resistance/diabetes and obesity. The compounds disclosed herein are highly specific for the apelin receptor versus the angiotensin II receptor (ATI).

  本文提供了用于治疗疾病的阿佩林受体小分子激动剂。本文公开的化合物可用于治疗一系列心血管、肾脏和代谢疾病。本发明基于一系列凋亡素受体强效小分子激动剂的开创性发现，这些激动剂可用于治疗包括心力衰竭、慢性肾病、高血压以及胰岛素抵抗/糖尿病和肥胖症等代谢性疾病。与血管紧张素 II 受体（ATI）相比，本文公开的化合物对阿佩林受体具有高度特异性。
• AGONISTS OF THE APELIN RECEPTOR AND METHODS OF USE THEREOF
  申请人：Sanford-Burnham Medical Research Institute

  公开号：US20170197958A1

  公开（公告）日：2017-07-13

  Provided herein are small molecule agonists of the apelin receptor for the treatment of disease. The compounds disclosed herein are useful for the treatment of a range of cardiovascular, renal and metabolic conditions. The present invention is based on the seminal discovery of a series of potent small molecule agonists of the apelin receptor, which are useful for the treatment of diseases including heart failure, chronic kidney disease, hypertension, and metabolic disorders such as insulin resistance/diabetes and obesity. The compounds disclosed herein are highly specific for the apelin receptor versus the angiotensin II receptor (ATI).
• [EN] THIAZOLE COMPOUNDS AND METHODS OF MODULATING SIGNAL TRANSDUCTION<br/>[FR] COMPOSES DE THIAZOLE ET PROCEDES PERMETTANT DE MODULER UNE TRANSDUCTION DE SIGNAL
  申请人：SUGEN, INC.

  公开号：WO1998027092A1

  公开（公告）日：1998-06-25

  (EN) The present invention relates to thiazole containing compounds capable of inhibiting protein tyrosine phosphatase activity. The invention further relates to the use of such compounds to modulate or regulate signal transduction by inhibiting protein tyrosine phosphatase activity. Finally, the invention relates to the use of such compounds to treat various disease states including diabetes mellitus.(FR) La présente invention a trait à des composés renfermant du thiazole susceptibles d'inhiber l'activité des protéine tyrosine phosphatases. L'invention a en outre trait à l'utilisation de tels composés pour moduler ou réguler une transduction de signal par inhibition de l'activité des protéine tyrosine phosphatases. L'invention a trait enfin à l'utilisation de tels composés pour traiter divers états pathologiques, notamment le diabète.
• [EN] AGONISTS OF THE APELIN RECEPTOR AND METHODS OF USE THEREOF<br/>[FR] AGONISTES DU RÉCEPTEUR DE L'APÉLINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：SANFORD BURNHAM MED RES INST

  公开号：WO2015184011A3

  公开（公告）日：2016-02-25
• Chemical and Pharmacological Properties of 3-(Thiophen-2-yl)-4-substituted-Δ²-1,2,4-triazoline-5-thiones
  作者：Agata Siwek、Monika Wujec、Maria Dobosz、Ewa Jagiełło-Wójtowicz、Agnieszka Kleinrok、Anna Chodkowska、Piotr Paneth

  DOI：10.1080/10426500801968136

  日期：2008.10.7

  Three 3-(thiophen-2-yl)-4-substituted-Delta(2)-1,2,4-triazoline-5-thiones were synthesized by intramolecular cyclization of 1-(thiophen-2-ylcarbonyl)-4-substituted thiosemicarbazides in alkaline medium. Their effects on the central nervous system (CNS) of mice in some behavioral tests were investigated. All investigated compounds displayed antinociceptive activity. The correlation between the structural features and bioactivity has been discussed.