(+/-)-4-tert-butyldimethylsiloxy-1-cyclopenten-1-yl-trifluoromethanesulfonate | 204710-23-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (+/-)-4-tert-butyldimethylsiloxy-1-cyclopenten-1-yl-trifluoromethanesulfonate
• 英文别名: 3-trifluoromethanesulfonyloxy-3-cyclopenten-1-yl (t-butyldimethylsilyl) ether；(+/-)-4-tert-butyldimethylsiloxycyclopent-1-en-1-yl-trifluoromethanesulfonate；[4-[tert-butyl(dimethyl)silyl]oxycyclopenten-1-yl] trifluoromethanesulfonate
• CAS: 204710-23-6
• 化学式: C₁₂H₂₁F₃O₄SSi
• 分子量: 346.443
• InChiKey: NJCMYZSXVXIWFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (+/-)-4-tert-butyldimethylsiloxy-1-cyclopenten-1-yl-trifluoromethanesulfonate 、 ethyl ethylphosphinate 在 三乙烯二胺 、 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 42.0h， 以76%的产率得到ethyl (+/-)-4-(tert-butyldimethylsiloxy)cyclopent-1-enyl(ethyl)phosphinate
  参考文献：
  名称：

  Novel γ-Aminobutyric Acid ρ₁Receptor Antagonists; Synthesis, Pharmacological Activity and Structure−Activity Relationships

  摘要：

  gamma-Aminobutyric acid (GABA) analogues based on 4-amino-cyclopent-1-enyl phosphinic acid (34-42) and 3-aminocyclobutane phosphinic acids (51, 52, 56, 57) were investigated in order to obtain selective homomeric rho(1) GABA(C) receptor antagonists. The effect of the stereochemistry and phosphinic acid substituent of these compounds on potency and selectivity within the GABA receptor subtypes was investigated. Compounds of high potency at GABA(C) rho(1) receptors (36, K-B = 0.78 mu M) and selectivity greater than 100 times (41, K-B = 4.97 mu M) were obtained. The data obtained was analyzed along with the known set of GABA(C) rho(1) receptor-ligands, leading to the development of a pharmacophore model for this receptor, which can be used for in silico screening.

  DOI：

  10.1021/jm7015842
• 作为产物：
  描述：

  N-苯基双(三氟甲烷磺酰)亚胺 在 L-Selectride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以98%的产率得到(+/-)-4-tert-butyldimethylsiloxy-1-cyclopenten-1-yl-trifluoromethanesulfonate
  参考文献：
  名称：

  [EN] NEUROLOGICALLY-ACTIVE COMPOUNDS
  [FR] COMPOSES PRESENTANT UNE ACTIVITE NEUROLOGIQUE

  摘要：

  本发明提供了一种公式(I)的化合物：其中R是甲基、乙基、丙基、异丙基、丁基、戊基、新戊基或环己基，或者是其盐或溶剂化物。这些化合物是选择性的GABAC受体拮抗剂。本发明还提供了包含公式(I)化合物或其药用可接受的盐或溶剂化物的药物组合物。本发明还提供了增强动物认知活动的方法和刺激动物记忆容量的方法，包括向动物投给有效量的公式(I)化合物或其药用可接受的盐或溶剂化物。

  公开号：

  WO2006000043A1

文献信息

• Ester compounds pesticidal compositions containing the same and
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05925676A1

  公开（公告）日：1999-07-20

  An ester compound represented by the formula ##STR1## wherein R.sub.1 and R.sub.2 may be the same or different and each represent a C.sub.1 -C.sub.6 alkyl group, or other specified groups, which may be optionally substituted with one or more halogen atoms; and R.sub.3 represents a pyrethroid acid residue (a group resulting from elimination of the carboxyl group from pyrethroid acid), and a pesticidal composition containing the ester compound as an active ingredient.

  一种酯化合物，化学式为##STR1## 其中R.sub.1和R.sub.2可以相同也可以不同，分别代表C.sub.1-C.sub.6烷基或其他指定基团，这些基团可以选择性地被一个或多个卤素原子取代；而R.sub.3代表拟除虫菊酸残基（从拟除虫菊酸中去除羧基而得到的基团），以及一种包含该酯化合物作为活性成分的杀虫剂组合物。
• [EN] NEUROLOGICALLY-ACTIVE COMPOUNDS<br/>[FR] COMPOSES PRESENTANT UNE ACTIVITE NEUROLOGIQUE
  申请人：UNIV SYDNEY

  公开号：WO2006000043A1

  公开（公告）日：2006-01-05

  The invention provides a compound of the formula (I): wherein R is methyl, ethyl, propyl, isopropyl, butyl, pentyl, neo-pentyl or cyclohexyl, or a salt or solvate thereof. These compounds are selective GABAC receptor antagonists. The invention also provides pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof. The invention also provides methods of enhancing the cognitive activity of an animal and methods of stimulating memory capacity in an animal, comprising the step of administering to the animal an effective amount of a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof.

  本发明提供了一种公式(I)的化合物：其中R是甲基、乙基、丙基、异丙基、丁基、戊基、新戊基或环己基，或者是其盐或溶剂化物。这些化合物是选择性的GABAC受体拮抗剂。本发明还提供了包含公式(I)化合物或其药用可接受的盐或溶剂化物的药物组合物。本发明还提供了增强动物认知活动的方法和刺激动物记忆容量的方法，包括向动物投给有效量的公式(I)化合物或其药用可接受的盐或溶剂化物。
• Novel γ-Aminobutyric Acid ρ₁Receptor Antagonists; Synthesis, Pharmacological Activity and Structure−Activity Relationships
  作者：Rohan J. Kumar、Mary Chebib、David E. Hibbs、Hye-Lim Kim、Graham A. R. Johnston、Noeris K. Salam、Jane R. Hanrahan

  DOI：10.1021/jm7015842

  日期：2008.7

  gamma-Aminobutyric acid (GABA) analogues based on 4-amino-cyclopent-1-enyl phosphinic acid (34-42) and 3-aminocyclobutane phosphinic acids (51, 52, 56, 57) were investigated in order to obtain selective homomeric rho(1) GABA(C) receptor antagonists. The effect of the stereochemistry and phosphinic acid substituent of these compounds on potency and selectivity within the GABA receptor subtypes was investigated. Compounds of high potency at GABA(C) rho(1) receptors (36, K-B = 0.78 mu M) and selectivity greater than 100 times (41, K-B = 4.97 mu M) were obtained. The data obtained was analyzed along with the known set of GABA(C) rho(1) receptor-ligands, leading to the development of a pharmacophore model for this receptor, which can be used for in silico screening.