(6-methoxy-indan-1-yl)-4-acetyl-piperazine | 185677-48-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (6-methoxy-indan-1-yl)-4-acetyl-piperazine
• 英文别名: 1-Acetyl-4-(6-methoxy-indan-1-yl)piperazine；1-(4-acetylpiperazin-1-yl)-6-methoxyindan；1-[4-(6-methoxy-2,3-dihydro-1H-inden-1-yl)piperazin-1-yl]ethanone
• CAS: 185677-48-9
• 化学式: C₁₆H₂₂N₂O₂
• 分子量: 274.363
• InChiKey: WOABBQLFTADQCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (6-methoxy-indan-1-yl)-4-acetyl-piperazine 在 四丁基碘化铵 盐酸 、 三溴化硼 、 caesium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 56.0h， 生成 1-{6-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-ylmethoxy]-indanyl}-piperazine
  参考文献：
  名称：

  A novel, non-substrate-based series of glycine type 1 transporter inhibitors derived from high-throughput screening

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2006.12.109
• 作为产物：
  描述：

  6-methoxyindan-1-ol 在 四丁基碘化铵 氯化亚砜 、 potassium carbonate 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 17.5h， 生成 (6-methoxy-indan-1-yl)-4-acetyl-piperazine
  参考文献：
  名称：

  A novel, non-substrate-based series of glycine type 1 transporter inhibitors derived from high-throughput screening

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2006.12.109

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。
• Quinoline derivatives
  申请人：Eisai Co., Ltd.

  公开号：US07071201B2

  公开（公告）日：2006-07-04

  A novel compound of the formula: 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; 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.

  一种新型化合物的公式：其中A、B、C、D、T、Y和Z分别代表亚甲基或氮；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；以及其药理学上可接受的盐。该化合物具有5-羟色胺拮抗作用，临床上可作为药物使用，特别是用于治疗、改善和预防痉挛性瘫痪或中枢肌肉松弛剂以改善肌强直症状。
• Novel melatonergic indanyl piperazines or homopiperazines
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0745597A2

  公开（公告）日：1996-12-04

  Certain indanyl piperazines are useful as melatonergic agents and can treat various CNS disorders. They are use useful in treating sleep disorders and other conditions related to circadian rhythms.

  某些茚并苝类化合物可用作褪黑激素能药物，治疗各种中枢神经系统疾病。它们可用于治疗睡眠障碍和其他与昼夜节律有关的疾病。
• 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。