6-[(4-phenyl-2-quinolyl)oxy]hexanonitrile | 141747-92-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-[(4-phenyl-2-quinolyl)oxy]hexanonitrile
• 英文别名: 6-(4-Phenylquinolin-2-yl)oxyhexanenitrile
• CAS: 141747-92-4
• 化学式: C₂₁H₂₀N₂O
• 分子量: 316.403
• InChiKey: LOZDHFWWNUSEPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  45.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-[(4-phenyl-2-quinolyl)oxy]hexanonitrile 在 sodium azide 、 ammonium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 生成 5-<5-<(4-phenyl-2-quinolyl)oxy>pentyl>-1H-tetrazole
  参考文献：
  名称：

  .omega.-[(4-Phenyl-2-quinolyl)oxy]alkanoic acid derivatives: a new family of potent LTB4 antagonists

  摘要：

  A series of omega-[(4-phenyl-2-quinolyl)oxy]alkanoic acid derivatives was prepared which inhibited the binding of the leukotriene B4 to its receptors on guinea pig spleen membranes and on human polymorphonuclear leukocytes. A structure-activity relationship was investigated. The length of the carboxylic acid side chain was important for potent binding activity. The replacement of the oxygen atom at the beginning of the chain with other polar or nonpolar linking groups led to considerable loss of potency, indicating that the oxygen linking atom might be involved in the receptor recognition. Alpha-Substitution on the carboxylic acid side chain led to substantially more potent compounds. Substitution on the phenyl ring and on the quinoline ring was also evaluated.

  DOI：

  10.1021/jm00101a007
• 作为产物：
  描述：

  4-苯基-喹啉-2-醇 、 6-溴己腈 在 silver carbonate 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 6-[(4-phenyl-2-quinolyl)oxy]hexanonitrile
  参考文献：
  名称：

  .omega.-[(4-Phenyl-2-quinolyl)oxy]alkanoic acid derivatives: a new family of potent LTB4 antagonists

  摘要：

  A series of omega-[(4-phenyl-2-quinolyl)oxy]alkanoic acid derivatives was prepared which inhibited the binding of the leukotriene B4 to its receptors on guinea pig spleen membranes and on human polymorphonuclear leukocytes. A structure-activity relationship was investigated. The length of the carboxylic acid side chain was important for potent binding activity. The replacement of the oxygen atom at the beginning of the chain with other polar or nonpolar linking groups led to considerable loss of potency, indicating that the oxygen linking atom might be involved in the receptor recognition. Alpha-Substitution on the carboxylic acid side chain led to substantially more potent compounds. Substitution on the phenyl ring and on the quinoline ring was also evaluated.

  DOI：

  10.1021/jm00101a007

文献信息

• SUBSTITUTED BICYCLIC BIS-ARYL COMPOUNDS EXHIBITING SELECTIVE LEUKOTRIENE B 4? ANTAGONIST ACTIVITY, THEIR PREPARATION AND USE IN PHARMACEUTICAL COMPOSITIONS
  申请人：RHONE-POULENC RORER S.A.

  公开号：EP0540604A1

  公开（公告）日：1993-05-12
• JPH0525078A
  申请人：——

  公开号：JPH0525078A

  公开（公告）日：1993-02-02
• US5366982A
  申请人：——

  公开号：US5366982A

  公开（公告）日：1994-11-22
• US5492915A
  申请人：——

  公开号：US5492915A

  公开（公告）日：1996-02-20
• [EN] SUBSTITUTED BICYCLIC BIS-ARYL COMPOUNDS EXHIBITING SELECTIVE LEUKOTRIENE B4 ANTAGONIST ACTIVITY, THEIR PREPARATION AND USE IN PHARMACEUTICAL COMPOSITIONS
  申请人：——

  公开号：WO1992001675A2

  公开（公告）日：1992-02-06

  [FR] L'invention concerne des composés ayant des propriétés antagonistes sélectives sur LTB4 et comprenant un anneau aryle ou hétéroaryle monocyclique ou bicyclique qui possède au moins deux substituants rattachés: (1) un anneau aryle ou hétéroaryle monocyclique ou bicylique substitué ou non substitué et (2) une chaîne de substitution ayant un groupe fonctionnel acide carboxylique terminal ou un dérivé de celui-ci rattaché à la chaîne. Cette invention concerne en outre des procédés pour la préparation de ces composés ainsi que des compositions thérapeutiques comprenant ledit composé, et des procédés pour le traitement de troubles impliquant une activité induite par un antagoniste LTB4 en utilisant lesdites compositions dans lesquelles les composés sont décrits par la formule générale (I) et leurs sels pharmaceutiquement acceptables.