2-benzyl-5-phenyl-1,3,4-thiadiazole | 60576-63-8

• 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: 2-benzyl-5-phenyl-1,3,4-thiadiazole
• CAS: 60576-63-8
• 化学式: C₁₅H₁₂N₂S
• 分子量: 252.34
• InChiKey: LFILNYBBOQINDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-巯基-S-硫代苯甲酰乙酸 在 盐酸 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-benzyl-5-phenyl-1,3,4-thiadiazole
  参考文献：
  名称：

  Chemistry of amidrazones—II

  摘要：

  DOI：

  10.1016/s0040-4020(01)83230-0

文献信息

• Synthetic fermentation of β-peptide macrocycles by thiadiazole-forming ring-closing reactions
  作者：Jonathan G. Hubert、Iain A. Stepek、Hidetoshi Noda、Jeffrey W. Bode

  DOI：10.1039/c7sc05057g

  日期：——

  thiadiazole-forming cyclization reaction between an α-ketoacid and a thiohydrazide. The linear β-peptide precursors were assembled from isoxazolidine monomers by α-ketoacid-hydroxylamine (KAHA) ligations with a bifunctional initiator – a process we have termed ‘synthetic fermentation’ due to the analogy of producing natural product-like molecules from simpler building blocks. The linear synthetic fermentation products

  使用在α-酮酸和硫酰肼之间形成噻二唑的环化反应，可以有效地制备大环β肽。线性β肽前体是由异恶唑烷单体通过α-酮酸-羟胺（KAHA）与双功能引发剂的连接而组装而成的-由于类比是由更简单的结构单元生成类似天然产物的分子，因此我们将其称为“合成发酵” 。线性合成发酵产物在水性，酸性条件下进行Boc脱保护/噻二唑形成的大环化反应，以一锅法提供环状产物。该反应序列从易于获得的引发剂和单体结构单元开始，无需其他催化剂或试剂，可轻松生产大环β肽，
• A KHSO4 promoted tandem synthesis of 1,3,4-thiadiazoles from thiohydrazides and DMF derivatives
  作者：Zongjie Gan、Binghua Tian、Jianyong Yuan、Dongzhi Ran、Lin Zhang、Gang Dong、Tao Pan、Yixin Zeng、Yu Yu

  DOI：10.1016/j.tetlet.2020.152195

  日期：2020.7

  An efficient, simple and environmentally benign method for the construction of 1,3,4-thiadiazole skeletons via the tandem coupling and cyclization of thiohydrazides with DMF derivatives in the presence of KHSO4 has been reported. This method reveals good reactivity and functional group tolerance, and a broad series of 1,3,4-thiadiazoles were obtained in moderate to good yields. (C) 2020 Elsevier Ltd. All rights reserved.
• DOYLE K. M.; KURZER F., TETRAHEDRON <TETR-AB>, 1976, 32, NO 9, 1031-1035
  作者：DOYLE K. M.、 KURZER F.

  DOI：——

  日期：——
• [EN] NOVEL C-ARYL GLUCOSIDE SGLT2 INHIBITORS AND PHARMACEUTICAL COMPOSITION COMPRISING SAME<br/>[FR] NOUVEAUX INHIBITEURS DE SGLT2 CONSISTANT EN C-ARYL GLUCOSIDES ET COMPOSITION PHARMACEUTIQUE LES COMPRENANT
  申请人：GREEN CROSS CORP

  公开号：WO2010147430A2

  公开（公告）日：2010-12-23

  A novel C-aryl glucoside compound, or a pharmaceutically acceptable salt or a prodrug thereof having an inhibitory activity against sodium-dependent glucose cotransporter 2 (SGLT2) being present in the intestine and kidney; and a pharmaceutical composition comprising the same as an active ingredient, which is useful for preventing or treating metabolic disorders, particularly, diabetes, are provided.