5-(4-氯苯基)-3H-1,3,4-噻二唑-2-酮 | 84352-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-(4-氯苯基)-3H-1,3,4-噻二唑-2-酮
• 英文名称: 5-(4-chlorophenyl)-1,3,4-thiadiazole-2-one
• 英文别名: 5-(4-chlorophenyl)-1,3,4-thiadiazol-2(3H)-one；5-(4-chlorophenyl)-3H-1,3,4-thiadiazol-2-one
• CAS: 84352-95-4
• 化学式: C₈H₅ClN₂OS
• 分子量: 212.659
• InChiKey: FNDPCLSVTANELZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-氯苯基)-3H-1,3,4-噻二唑-2-酮 在 copper(l) chloride 氢氧化钾 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 4.0h， 生成 5-(4-chlorophenyl)-3-[4-(2-methylpiperidin-1-yl)but-2-ynyl]-1,3,4-thiadiazol-2-one;hydrochloride
  参考文献：
  名称：

  Muhi-Eldeen; Eldine; Al-Jawad, European Journal of Medicinal Chemistry, 1985, vol. 20, # 1, p. 33 - 36

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-氯苯基)-5-(乙基磺酰基)-1,3,4-噻二唑 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 以45%的产率得到5-(4-氯苯基)-3H-1,3,4-噻二唑-2-酮
  参考文献：
  名称：

  Muhi-Eldeen; Eldine; Al-Jawad, European Journal of Medicinal Chemistry, 1985, vol. 20, # 1, p. 33 - 36

  摘要：

  DOI：

文献信息

• 四唑啉酮化合物及其用途
  申请人：住友化学株式会社

  公开号：CN105636957B

  公开（公告）日：2018-05-11

  一种由式(1)表示的四唑啉酮化合物对于有害生物具有优异防治活性：其中E表示5‑元芳族杂环基如吡唑基、噻唑基或咪唑基；R4和R5表示氢原子；R6表示具有1‑12个碳原子的烷基；R7、R8和R9表示氢原子；R10表示具有1‑3个碳原子的烷基或具有1‑3个碳原子的卤代烷基；Y表示氧原子；并且Q表示氧原子。
• TETRAZOLINONE COMPOUND AND USE THEREOF
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20160270399A1

  公开（公告）日：2016-09-22

  A tetrazolinone compound represented by formula (1): Wherein E represents a 5-membered aromatic heterocyclic group such as a pyrazolyl group, a thiazolyl group, or an imidazolyl group; R 4 and R 5 represent a hydrogen atom; R 6 represents an alkyl group having 1-12 carbon atoms; R 7 , R 8 , and R 9 represent a hydrogen atom; R 10 represents an alkyl group having 1-3 carbon atoms, or a haloalkyl group having 1-3 carbon atoms; Y represents an oxygen atom; and Q represents an oxygen atom, has excellent control activity against pests.

  公式（1）表示的四唑酮化合物：其中E表示5-成员芳香杂环基团，例如吡唑基团，噻唑基团或咪唑基团；R4和R5表示氢原子；R6表示1-12个碳原子的烷基基团；R7，R8和R9表示氢原子；R10表示1-3个碳原子的烷基基团或1-3个碳原子的卤代烷基基团；Y表示氧原子；Q表示氧原子，对害虫具有出色的控制活性。
• TETRAZOLINONE COMPOUND AND APPLICATION FOR SAME
  申请人：Sumitomo Chemical Company, Ltd.

  公开号：EP3059235A1

  公开（公告）日：2016-08-24

  A tetrazolinone compound represented by formula (1): Wherein E represents a 5-membered aromatic heterocyclic group such as a pyrazolyl group, a thiazolyl group, or an imidazolyl group; R4 and R5 represent a hydrogen atom; R6 represents an alkyl group having 1-12 carbon atoms; R7, R8, and R9 represent a hydrogen atom; R10 represents an alkyl group having 1-3 carbon atoms, or a haloalkyl group having 1-3 carbon atoms; Y represents an oxygen atom; and Q represents an oxygen atom, has excellent control activity against pests.

  由式 (1) 代表的四唑啉酮化合物： 其中，E 代表 5 元芳香杂环基团，如吡唑基团、噻唑基团或咪唑基团；R4 和 R5 代表氢原子；R6 代表具有 1-12 个碳原子的烷基；R7、R8 和 R9 代表氢原子；R10 代表具有 1-3 个碳原子的烷基，或具有 1-3 个碳原子的卤代烷基；Y 代表氧原子；Q 代表氧原子。
• Tetrazolinone compound and use thereof
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US10085450B2

  公开（公告）日：2018-10-02

  A tetrazolinone compound represented by formula (1): Wherein E represents a 5-membered aromatic heterocyclic group such as a pyrazolyl group, a thiazolyl group, or an imidazolyl group; R4 and R5 represent a hydrogen atom; R6 represents an alkyl group having 1-12 carbon atoms; R7, R8, and R9 represent a hydrogen atom; R10 represents an alkyl group having 1-3 carbon atoms, or a haloalkyl group having 1-3 carbon atoms; Y represents an oxygen atom; and Q represents an oxygen atom, has excellent control activity against pests.

  由式 (1) 代表的四唑啉酮化合物： 其中，E 代表 5 元芳香杂环基团，如吡唑基团、噻唑基团或咪唑基团；R4 和 R5 代表氢原子；R6 代表具有 1-12 个碳原子的烷基；R7、R8 和 R9 代表氢原子；R10 代表具有 1-3 个碳原子的烷基，或具有 1-3 个碳原子的卤代烷基；Y 代表氧原子；Q 代表氧原子。
• 5-Phenyl-1,3,4-oxadiazol-2(3<i>H</i>)-ones Are Potent Inhibitors of Notum Carboxylesterase Activity Identified by the Optimization of a Crystallographic Fragment Screening Hit
  作者：William Mahy、Nicky J. Willis、Yuguang Zhao、Hannah L. Woodward、Fredrik Svensson、James Sipthorp、Luca Vecchia、Reinis R. Ruza、James Hillier、Svend Kjær、Sarah Frew、Amy Monaghan、Magda Bictash、Patricia C. Salinas、Paul Whiting、Jean-Paul Vincent、E. Yvonne Jones、Paul V. Fish

  DOI：10.1021/acs.jmedchem.0c01391

  日期：2020.11.12

  Carboxylesterase Notum is a negative regulator of the Wnt signaling pathway. There is an emerging understanding of the role Notum plays in disease, supporting the need to discover new small-molecule inhibitors. A crystallographic X-ray fragment screen was performed, which identified fragment hit 1,2,3-triazole 7 as an attractive starting point for a structure-based drug design hit-to-lead program. Optimization of 7 identified oxadiazol-2-one 23dd as a preferred example with properties consistent with druglike chemical space. Screening 23dd in a cell-based TCF/LEF reporter gene assay restored the activation of Wnt signaling in the presence of Notum. Mouse pharmacokinetic studies with oral administration of 23dd demonstrated good plasma exposure and partial blood-brain barrier penetration. Significant progress was made in developing fragment hit 7 into lead 23dd (>600-fold increase in activity), making it suitable as a new chemical tool for exploring the role of Notum-mediated regulation of Wnt signaling.