1-chloro-6-methoxyindane | 128226-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-chloro-6-methoxyindane
• 英文别名: 1-Chloro-6-mehtoxyindan；1-Chloro-6-methoxyindan；1-chloro-6-methoxy-2,3-dihydro-1H-indene
• CAS: 128226-43-7
• 化学式: C₁₀H₁₁ClO
• 分子量: 182.65
• InChiKey: IYDPDYFKFWJHPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-chloro-6-methoxyindane 在 哌嗪 作用下， 生成 5-甲氧基-1H-茚
  参考文献：
  名称：

  Indanyl piperazines as melatonergic MT2 selective agents

  摘要：

  Optimization of a benzyl piperazine pharmacophore produced N-acyl-4-indanyl-piperazines that bind with high affinity to melatonergic MT2 receptors. (R)-4-(2,3-dihydro-6-methoxy-1H-inden-1-yl)-N-ethyl-1-piperazine-carboxamide fumarate (13) is a water soluble, selective MT2 agonist, which produces advances in circadian phase in rats at doses of 1-56 mg/kg that are no different from those of melatonin at 1 mg/kg. Unlike melatonin, 13 produced only weak contractile effects in rat tail artery. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00090-8
• 作为产物：
  描述：

  6-methoxyindan-1-ol 在 吡啶 、 三氯化磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-chloro-6-methoxyindane
  参考文献：
  名称：

  （-）-联苯胺的全合成

  摘要：

  （ - ） -的全合成daphenylline，六环虎皮生物碱，达到了。三环DEF环系统的构建是由不对称的Negishi偶联引发的，然后进行分子内Friedel-Crafts反应。通过Sonogashira偶联，利用三环DEF核的特征构象和内酯的立体选择性烷基化，通过立体控制的克莱森重排将侧链安装在三环核上。引入甘氨酸单元后，通过分子内环加成环甲亚胺叶立德来立体选择性地构建ABC环系统。

  DOI：

  10.1002/anie.201601958

文献信息

• Indoles
  申请人：Eisai Co., Ltd.

  公开号：US20020019531A1

  公开（公告）日：2002-02-14

  A 1,4-substituted cyclic amine derivative represented by the following formula or a pharmacologically acceptable salt thereof: 1 wherein A, B, C, D, T, Y, and Z each represent a methine or a nitrogen linkage; R 1 , R 2 , R 3 , R 4 , and R 5 each represent a substituent; n represents 0 or an integer of 1 to 3; m represents 0 or an integer of 1 to 6; and p represents an integer of 1 to 3. The compounds have serotonin antagonism. They are therefore clinically useful as medicaments, in particular, for treating, ameliorating, and preventing spastic paralysis. They are also useful as central muscle relaxants for ameliorating myotonia.

  一种由以下公式表示的1,4-取代的环胺衍生物或其药理学上可接受的盐： 其中A、B、C、D、T、Y和Z分别表示亚甲基或氮键合物；R1、R2、R3、R4和R5分别表示取代基；n表示0或1至3的整数；m表示0或1至6的整数；p表示1至3的整数。这些化合物具有5-羟色胺拮抗作用。因此，在临床上作为药物特别有用，用于治疗、改善和预防痉挛性瘫痪。它们还可用作中枢肌肉松弛剂，改善肌张力过高。
• 1,4-SUBSTITUTED CYCLIC AMINE DERIVATIVES
  申请人：Eisai Co., Ltd.

  公开号：EP0976732A1

  公开（公告）日：2000-02-02

  A novel 1,4-substituted cyclic amine derivative represented by the following formula or a pharmacologically acceptable salt thereof: (wherein A, B, C, D, T, Y and Z represent each methine or nitrogen; R1, R2, R3, R4 and R5 represent each a substituent; n represents 0 or an integer of 1 to 3; m represents 0 or an integer of 1 to 6; and p represents an integer of 1 to 3.) The compound has a serotonin antagonism and is clinically useful as medicament, in particular, for treating, ameliorating and preventing spastic paralysis or central muscle relaxants for ameliorating myotonia.

  由下式代表的新型 1，4-取代环胺衍生物或其药理学上可接受的盐： (其中 A、B、C、D、T、Y 和 Z 分别代表甲烷或氮；R1、R2、R3、R4 和 R5 分别代表取代基；n 代表 0 或 1 至 3 的整数；m 代表 0 或 1 至 6 的整数；p 代表 1 至 3 的整数）。 该化合物具有血清素拮抗作用，在临床上可用作药物，特别是用于治疗、改善和预防痉挛性瘫痪或用于改善肌张力的中枢性肌肉松弛剂。
• Certain quinoline derivatives
  申请人：Eisai Co., Ltd.

  公开号：US20020086999A1

  公开（公告）日：2002-07-04

  A novel 1,4-substituted cyclic amine derivative represented by the following formula: 1 wherein A, B, C, D, T, Y, and Z represent each methine or nitrogen; R 1 , R 2 , R 3 , R 4 , and R 5 represent each a substituent; n represents 0 or an integer of 1 to 3; m represents 0 or an integer of 1 to 6; and p represents an integer of 1 to 3; and pharmacologically acceptable salts thereof. The compound has a serotonin antagonism and is clinically useful as medicament, in particular, for treating, ameliorating and preventing spastic paralysis or central muscle relaxants for ameliorating myotonia.

  由下式表示的新型 1,4-取代环胺衍生物： 1 其中 A、B、C、D、T、Y 和 Z 分别代表甲烷或氮； R 1 , R 2 , R 3 , R 4 和 R 5 分别代表一个取代基；n 代表 0 或 1 至 3 的整数；m 代表 0 或 1 至 6 的整数；p 代表 1 至 3 的整数；及其药理上可接受的盐类。该化合物具有血清素拮抗作用，在临床上可用作药物，特别是用于治疗、改善和预防痉挛性瘫痪或用于改善肌张力的中枢性肌肉松弛剂。
• A novel, non-substrate-based series of glycine type 1 transporter inhibitors derived from high-throughput screening
  作者：J. Lowe、S. Drozda、W. Qian、M.-C. Peakman、J. Liu、J. Gibbs、J. Harms、C. Schmidt、K. Fisher、C. Strick、A. Schmidt、M. Vanase、L. Lebel

  DOI：10.1016/j.bmcl.2006.12.109

  日期：2007.3

  The synthesis and structure-activity relationships (SAR) of a series of indane and tetralin inhibitors of the type 1 glycine transporter, derived from a high-throughput screening (HTS) hit, are described. Key modifications that reduced the 5HT1B receptor affinity of the HTS hit and the P450 2D6 inhibition of subsequent analogues are delineated. While these modifications led to potent and selective GlyT1 inhibitors, HERG affinity and human microsomal clearance remain an issue for this series of compounds. (c) 2007 Elsevier Ltd. All rights reserved.
• Catalytic Enantioselective Negishi Reactions of Racemic Secondary Benzylic Halides
  作者：Forrest O. Arp、Gregory C. Fu

  DOI：10.1021/ja053751f

  日期：2005.8.1

  This report describes the first enantioselective cross-couplings of racemic secondary benzylic halides, specifically, nickel-catalyzed Negishi reactions of bromides and chlorides. The catalyst components are commercially available and air-stable, and the reaction is not highly oxygen- or moisture-sensitive (it can be set up in the air). The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist).