6-trifluoromethanesulfonyloxyindan-1-one | 175840-02-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-trifluoromethanesulfonyloxyindan-1-one
• 英文别名: 3-oxo-2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate；(3-oxo-1,2-dihydroinden-5-yl) trifluoromethanesulfonate
• CAS: 175840-02-5
• 化学式: C₁₀H₇F₃O₄S
• 分子量: 280.224
• InChiKey: SWTQDGDHQZVFER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-trifluoromethanesulfonyloxyindan-1-one 在 Adam’s catalyst sodium hydroxide 、 四(三苯基膦)钯 、 氢气 、 sodium carbonate 作用下， 以 甲醇 、 乙醇 、 乙酸乙酯 、 苯 为溶剂， 反应 38.5h， 生成 2-hydroxymethyl-2-(4-methoxybenzyl)-6-(4-methoxyphenyl)-indan-1-one
  参考文献：
  名称：

  Chemical studies on the chiral indanone derivatives as the inhibitor of Renilla luciferase

  摘要：

  The bioluminescence reaction of coelenterazine involves an oxidative process. To investigate the reaction mechanism, we synthesized three mechanism-based inhibitors with an indanone core structure. The inhibitors exhibited the competitive inhibition of the Renilla luciferase reaction. The (-)-4-benzyl-2-(4-hydroxybenzyl)-2-hydroxymethyl-6-(4-hydroxyphenyl)-indan-1-one showed the significant enantio-selectivity of the inhibition and its absolute configuration was assigned as the R-configuration. These inhibitors could be useful probes to study the catalytic environment in the coelenterazine-luciferase reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00980-2
• 作为产物：
  描述：

  6-甲氧基-1-茚酮 、 三氟甲磺酸酐 在 三溴化硼 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 19.5h， 以87%的产率得到6-trifluoromethanesulfonyloxyindan-1-one
  参考文献：
  名称：

  Chemical studies on the chiral indanone derivatives as the inhibitor of Renilla luciferase

  摘要：

  The bioluminescence reaction of coelenterazine involves an oxidative process. To investigate the reaction mechanism, we synthesized three mechanism-based inhibitors with an indanone core structure. The inhibitors exhibited the competitive inhibition of the Renilla luciferase reaction. The (-)-4-benzyl-2-(4-hydroxybenzyl)-2-hydroxymethyl-6-(4-hydroxyphenyl)-indan-1-one showed the significant enantio-selectivity of the inhibition and its absolute configuration was assigned as the R-configuration. These inhibitors could be useful probes to study the catalytic environment in the coelenterazine-luciferase reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00980-2

文献信息

• AMIDE COMPOUND
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2298731A1

  公开（公告）日：2011-03-23

  The present invention aims to provide a prophylactic or therapeutic agent for schizophrenia and the like, containing the compound of the present invention having a GPR52 agonist activity. A compound represented by the following formula (I) or a salt thereof: wherein, A is -CONH or the like, B is a hydrogen atom or a substituent, ring Cy1 is a benzene ring or the like, X1, X2 and X3 are each independently -CH= or -N= or the like, ring Cy2 is a carbon ring or the like, Z is a carbon atom or a nitrogen atom, L is a bond or the like, n is 1 or 2, Rb is a hydrogen atom or a substituent, and ring Cy3 is a benzene ring or the like.

  本发明旨在提供一种预防或治疗精神分裂症等疾病的药物，包含具有GPR52激动剂活性的本发明化合物。该化合物由以下式（I）或其盐表示：其中，A为-CONH或类似物，B为氢原子或取代基，环Cy1为苯环或类似物，X1、X2和X3分别独立为-CH=或-N=或类似物，环Cy2为碳环或类似物，Z为碳原子或氮原子，L为键或类似物，n为1或2，Rb为氢原子或取代基，环Cy3为苯环或类似物。
• Convenient synthesis of aromatic thiols from phenols
  作者：Jean Claude Arnould、Myriam Didelot、Caroline Cadilhac、Marie Jeanne Pasquet

  DOI：10.1016/0040-4039(96)00873-8

  日期：1996.6

  Aromatic thiols were synthesised from phenols in good yield and under mild conditions by reaction of the corresponding triflates with sodium triisopropylsilanethiolate (NaSTIPS) and subsequent deprotection.

  通过使相应的三氟甲磺酸酯与三异丙基硅烷硫醇钠（NaSTIPS）反应并随后脱保护，可以在较高的收率下，在温和的条件下，由苯酚以高收率合成芳族硫醇。
• Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors
  作者：Tomoharu Tsukada、Mizuki Takahashi、Toshiyasu Takemoto、Osamu Kanno、Takahiro Yamane、Sayako Kawamura、Takahide Nishi

  DOI：10.1016/j.bmcl.2009.08.081

  日期：2009.10

  With the aim of discovering a novel class of fructose-1,6-bisphosphatase (FBPase) inhibitors, a series of compounds based on tricyclic scaffolds was synthesized. Extensive SAR studies led to the finding of 8l with an IC50 value of 0.013 mu M against human FBPase. An X-ray crystallographic study revealed that 8l bound at AMP binding sites of human liver FBPase with hydrogen bonding interactions similar to AMP. (C) 2009 Elsevier Ltd. All rights reserved.
• Chemical studies on the chiral indanone derivatives as the inhibitor of Renilla luciferase
  作者：Chun Wu、Hideshi Nakamura、Akio Murai、Satoshi Inouye

  DOI：10.1016/s0040-4020(01)00980-2

  日期：2001.11

  The bioluminescence reaction of coelenterazine involves an oxidative process. To investigate the reaction mechanism, we synthesized three mechanism-based inhibitors with an indanone core structure. The inhibitors exhibited the competitive inhibition of the Renilla luciferase reaction. The (-)-4-benzyl-2-(4-hydroxybenzyl)-2-hydroxymethyl-6-(4-hydroxyphenyl)-indan-1-one showed the significant enantio-selectivity of the inhibition and its absolute configuration was assigned as the R-configuration. These inhibitors could be useful probes to study the catalytic environment in the coelenterazine-luciferase reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.