(RS)-1-(acenaphthen-1-yl)-4-(3-methoxy-phenylamino)-piperidine-4-carbonitrile | 228246-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (RS)-1-(acenaphthen-1-yl)-4-(3-methoxy-phenylamino)-piperidine-4-carbonitrile
• 英文别名: 1-(1,2-Dihydroacenaphthylen-1-yl)-4-(3-methoxyanilino)piperidine-4-carbonitrile
• CAS: 228246-83-1
• 化学式: C₂₅H₂₅N₃O
• 分子量: 383.493
• InChiKey: PWJOUKJZGNWQOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  48.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (RS)-1-(acenaphthen-1-yl)-4-(3-methoxy-phenylamino)-piperidine-4-carbonitrile 在 sodium tetrahydroborate 、 甲酸 、 乙酸酐 、 溶剂黄146 、 原甲酸三乙酯 作用下， 生成 (RS)-8-(Acenaphthen-1-yl)-1-(3-methoxy-phenyl)-1,3,8-triaza-spiro[4.5]decan-4-one
  参考文献：
  名称：

  8-Acenaphthen-1-yl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one derivatives as orphanin FQ receptor agonists

  摘要：

  A series of 8-acenaphthen-1-yl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one derivatives 1 was studied with respect to the binding affinity for the orphanin FQ (OFQ) and opioid (mu, kappa, delta) receptors. The influence of stereochemistry as well as the substitution pattern of the phenyl-ring in position 1 on the affinity for the orphanin FQ receptor and selectivity to opioid (mu, kappa, delta) receptors is discussed. The most interesting compound Ic was tested for its anxiolytic-like properties in vivo. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00385-6
• 作为产物：
  描述：

  1-羟基二氢苊 在 platinum(IV) oxide 叠氮磷酸二苯酯 、 氢气 、 potassium carbonate 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 (RS)-1-(acenaphthen-1-yl)-4-(3-methoxy-phenylamino)-piperidine-4-carbonitrile
  参考文献：
  名称：

  8-Acenaphthen-1-yl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one derivatives as orphanin FQ receptor agonists

  摘要：

  A series of 8-acenaphthen-1-yl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one derivatives 1 was studied with respect to the binding affinity for the orphanin FQ (OFQ) and opioid (mu, kappa, delta) receptors. The influence of stereochemistry as well as the substitution pattern of the phenyl-ring in position 1 on the affinity for the orphanin FQ receptor and selectivity to opioid (mu, kappa, delta) receptors is discussed. The most interesting compound Ic was tested for its anxiolytic-like properties in vivo. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00385-6

文献信息

• 8-substituted-1,3,8-triazaspiro[4.5]decan-4-on derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0856514B1

  公开（公告）日：2001-06-13
• US6071925A
  申请人：——

  公开号：US6071925A

  公开（公告）日：2000-06-06
• 8-Acenaphthen-1-yl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one derivatives as orphanin FQ receptor agonists
  作者：Jürgen Wichmann、Geo Adam、Stephan Röver、Andrea M. Cesura、Frank M. Dautzenberg、François Jenck

  DOI：10.1016/s0960-894x(99)00385-6

  日期：1999.8

  A series of 8-acenaphthen-1-yl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one derivatives 1 was studied with respect to the binding affinity for the orphanin FQ (OFQ) and opioid (mu, kappa, delta) receptors. The influence of stereochemistry as well as the substitution pattern of the phenyl-ring in position 1 on the affinity for the orphanin FQ receptor and selectivity to opioid (mu, kappa, delta) receptors is discussed. The most interesting compound Ic was tested for its anxiolytic-like properties in vivo. (C) 1999 Elsevier Science Ltd. All rights reserved.