S-2-acetyl-5-fluorophenyl N,N-dimethylcarbamothioate | 1227191-48-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: S-2-acetyl-5-fluorophenyl N,N-dimethylcarbamothioate
• 英文别名: dimethyl-thiocarbamic acid S-(2-acetyl-5-fluoro-phenyl)ester；Dimethyl-thiocarbamic acid S-(2-acetyl-5-fluoro-phenyl) ester；S-(2-acetyl-5-fluorophenyl) N,N-dimethylcarbamothioate
• CAS: 1227191-48-1
• 化学式: C₁₁H₁₂FNO₂S
• 分子量: 241.286
• InChiKey: ZLJIDYXBFCENMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-2-acetyl-5-fluorophenyl N,N-dimethylcarbamothioate 在 potassium tert-butylate 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以91%的产率得到7-fluoro-4-hydroxy-thiochromen-2-one
  参考文献：
  名称：

  [EN] THIOCHROMENE DERIVATIVES AS HIF HYDROXYLASE INHIBITORS
  [FR] DÉRIVÉS DE THIOCHROMÈNE UTILES EN TANT QU'INHIBITEURS DE L'HYDROXYLASE HIF

  摘要：

  公开号：

  WO2010056767A8
• 作为产物：
  描述：

  O-2-acetyl-5-fluorophenyl N,N-dimethylcarbamothioate 反应 0.08h， 以78%的产率得到S-2-acetyl-5-fluorophenyl N,N-dimethylcarbamothioate
  参考文献：
  名称：

  Substituted 2-(3′,4′,5′-trimethoxybenzoyl)-benzo[b]thiophene derivatives as potent tubulin polymerization inhibitors

  摘要：

  The central role of microtubules in cell division and mitosis makes them a particularly important target for anticancer agents. On our early publication, we found that a series of 2-(3',4',5'-trimethoxybenzoyl)-3-aminobenzo[b]thiophenes exhibited strong antiproliferative activity in the submicromolar range and significantly arrested cells in the G2-M phase of the cell cycle and induced apoptosis. In order to investigate the importance of the amino group at the 3-position of the benzo[b] thiophene skeleton, the corresponding 3-unsubstituted and methyl derivatives were prepared. A novel series of inhibitors of tubulin polymerization, based on the 2-(3,4,5-trimethoxybenzoyl)-benzo[b] thiophene molecular skeleton with a methoxy substituent at the C-4, C-5, C-6 or C-7 position on the benzene ring, was evaluated for antiproliferative activity against a panel of five cancer cell lines, for inhibition of tubulin polymerization and for cell cycle effects. Replacing the methyl group at the C-3 position resulted in increased activity compared with the corresponding 3-unsubstituted counterpart. The structure-activity relationship established that the best activities were obtained with the methoxy group placed at the C-4, C-6 or C-7 position. Most of these compounds exhibited good growth inhibition activity and arrest K562 cells in the G2-M phase via microtubule depolymerization. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.068

文献信息

• THIOCHROMENE DERIVATIVES AS HIF HYDROXYLASE INHIBITORS
  申请人：Ho Wen-Bin

  公开号：US20110305776A1

  公开（公告）日：2011-12-15

  The present invention relates to novel compounds, methods, and compositions capable of decreasing HIF hydroxylase enzyme activity, thereby increasing the stability and/or activity of hypoxia inducible factor (HIF).

  本发明涉及新型化合物、方法和组合物，能够降低HIF羟化酶酶活性，从而增加缺氧诱导因子（HIF）的稳定性和/或活性。
• Thiochromene derivatives as HIF hydroxylase inhibitors
  申请人：Ho Wen-Bin

  公开号：US08927591B2

  公开（公告）日：2015-01-06

  The present invention relates to novel compounds, methods, and compositions capable of decreasing HIF hydroxylase enzyme activity, thereby increasing the stability and/or activity of hypoxia inducible factor (HIF).

  本发明涉及新型化合物、方法和组合物，能够降低HIF羟化酶酶活性，从而增加缺氧诱导因子（HIF）的稳定性和/或活性。
• THIOCHROMENE DERIVATIVES AS HIP HYDROXYLASE INHIBITORS
  申请人：Fibrogen, Inc.

  公开号：EP2370422A1

  公开（公告）日：2011-10-05
• US8927591B2
  申请人：——

  公开号：US8927591B2

  公开（公告）日：2015-01-06
• US9149476B2
  申请人：——

  公开号：US9149476B2

  公开（公告）日：2015-10-06