(E)-(1'-(3-(4-chlorophenyl)allyl)-5-fluorospiro[indoline-3,4'-piperidin]-1-yl)(2-chloropyridin-4-yl)methanone | 637359-71-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-(1'-(3-(4-chlorophenyl)allyl)-5-fluorospiro[indoline-3,4'-piperidin]-1-yl)(2-chloropyridin-4-yl)methanone
• 英文别名: SYN876；{1'-[(2E)-3-(4-Chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indole-3,4'-piperidin]-1(2H)-yl}(2-chloropyridin-4-yl)methanone；[1'-[(E)-3-(4-chlorophenyl)prop-2-enyl]-5-fluorospiro[2H-indole-3,4'-piperidine]-1-yl]-(2-chloropyridin-4-yl)methanone
• CAS: 637359-71-8
• 化学式: C₂₇H₂₄Cl₂FN₃O
• 分子量: 496.411
• InChiKey: UJLKLUQGBGSJOO-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-氯-4-[(1E)-3-氯-1-丙烯基]-苯 在 盐酸 、 potassium tert-butylate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 24.0h， 生成 (E)-(1'-(3-(4-chlorophenyl)allyl)-5-fluorospiro[indoline-3,4'-piperidin]-1-yl)(2-chloropyridin-4-yl)methanone
  参考文献：
  名称：

  Do spiroindolines have the potential to replace vesamicol as lead compound for the development of radioligands targeting the vesicular acetylcholine transporter?

  摘要：

  The vesicular acetylcholine transporter (VAChT) is an important target for in vivo imaging of neurodegenerative processes using positron emission tomography (PET). So far the development of VAChT PET radioligands is based on the single known lead compound vesamicol. In this study we investigated a recently published spiroindoline based compound class (Sluder et al., 2012), which was suggested to have potential in the development of VAChT ligands. Therefore, we synthesized a small series of N,N-substituted spiro[indoline-3,4'-piperidine] derivatives and determined their in vitro binding affinities toward the VAChT. In order to investigate the selectivity, the off-target binding toward sigma(1) and sigma(2) receptors was determined. The compounds possessed VAChT affinities with K-i values in the range of 39-376 nM. Binding affinities toward the sigma(1) and sigma(2) receptors are in a similar range indicating that the strong structural difference between the spiroindolines and vesamicol did not improve the selectivity. The observed potential to additionally bind to sigma receptors let us assume that the herein investigated spiroindolines are not suitable to replace vesamicol as lead compound for the development of VAChT ligands. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2017.03.028

文献信息

• N-ARYLAMIDINE-SUBSTITUTED TRIFLUOROETHYL SULFIDE DERIVATIVES AS ACARICIDES AND INSECTICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：US20140315898A1

  公开（公告）日：2014-10-23

  The present invention relates to novel N-arylamide-substituted trifluoroethyl sulfide derivatives of the formula (I) in which X 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , n have the meanings given in the description—to their use as acaricides and insecticides for controlling animal pests and to processes and intermediates for their preparation

  本发明涉及公式（I）中的新型N-芳酰胺取代三氟乙基硫醚衍生物，其中X1、X2、X3、X4、R1、R2、R3、n的含义如描述所示—它们作为杀螨剂和杀虫剂用于控制动物害虫，并涉及其制备的过程和中间体。
• FUSED BICYCLIC HETEROCYCLE DERIVATIVES AS PESTICIDES
  申请人：Bayer Aktiengesellschaft

  公开号：US20200383334A1

  公开（公告）日：2020-12-10

  The invention relates to novel compounds of the formula (I) in which Aa, Ab, Ac, Ad, Q, R 1 and n have the definitions given above, to their use as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for their preparation.

  这项发明涉及公式（I）的新化合物， 其中Aa、Ab、Ac、Ad、Q、R1和n具有上述给定的定义， 以及它们作为杀螨剂和/或杀虫剂用于控制动物害虫的用途，以及用于它们制备的工艺和中间体。
• SUBSTITUTED SULFONYL AMIDES FOR CONTROLLING ANIMAL PESTS
  申请人：Bayer Aktiengesellschaft

  公开号：US20190269134A1

  公开（公告）日：2019-09-05

  The present invention relates to the use of a compound of the general formula (I) in which M and D have the meanings given in the description for controlling animal pests, in particular nematodes.

  本发明涉及使用一种具有一般式(I)的化合物，其中M和D具有描述中给出的含义，用于控制动物害虫，特别是线虫。
• [EN] TRIFLUOROMETHYLPYRIDINE CARBOXAMIDES AS PESTICIDES<br/>[FR] TRIFLUOROMÉTHYLPYRIDINE CARBOXAMIDES COMME PESTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2014023531A1

  公开（公告）日：2014-02-13

  Compounds of the formula I (I) wherein the substituent is as defined in claim 1, are useful as a pesticides.

  化合物的结构式 I（I），其中取代基如权利要求1所定义的那样，可用作杀虫剂。
• [EN] AZABICYCLIC(THIO)AMIDES AS FUNGICIDAL COMPOUNDS<br/>[FR] (THIO)AMIDES AZABICYCLIQUES EN TANT QUE COMPOSÉS FONGICIDES
  申请人：BAYER AG

  公开号：WO2021233861A1

  公开（公告）日：2021-11-25

  The present invention relates to azabicyclic (thio)amide compounds and the uses thereof for controlling phytopathogenic microorganisms such as phytopathogenic fungi. It also relates to processes and intermediates for preparing these compounds

  本发明涉及吡啶环(硫)酰胺化合物及其用途，用于控制植物病原微生物，如植物病原真菌。它还涉及制备这些化合物的过程和中间体。