Methyl 2,2-dimethyl-6-[4-(4-nitrophenyl)-6-phenylpyridin-2-yl]oxyhexanoate | 141747-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Methyl 2,2-dimethyl-6-[4-(4-nitrophenyl)-6-phenylpyridin-2-yl]oxyhexanoate
• CAS: 141747-07-1
• 化学式: C₂₆H₂₈N₂O₅
• 分子量: 448.519
• InChiKey: SNAGMFRJLCSKJW-UHFFFAOYSA-N

物化性质

• 沸点：
  559.9±50.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  94.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 2,2-dimethyl-6-[4-(4-nitrophenyl)-6-phenylpyridin-2-yl]oxyhexanoate 在 氢氧化钾 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 6-<<4-(4-aminophenyl)-6-phenyl-2-pyridyl>oxy>-2,2-dimethylhexanoic acid
  参考文献：
  名称：

  .omega.-[(4,6-Diphenyl-2-pyridyl)oxy]alkanoic acid derivatives: a new family of potent and orally active LTB4 antagonists

  摘要：

  A series of omega-[(4,6-diphenyl-2-pyridyl)oxy]alkanoic acid derivatives was prepared which inhibited the binding of leukotriene B4 to its receptors on guinea pig spleen membranes and on human polymorphonuclear leukocytes (PMNs) and selectively antagonized the LTB4-induced elastase release in human PMNs. On the basis of these three screens, a structure-activity relationship was investigated. Alpha-Substitution on the carboxylic acid side chain led to only small changes in the binding affinities but greatly enhanced the LTB4 antagonist activity. Substitution on the phenyl rings was also evaluated. The terminal carboxylic acid function can be replaced by a tetrazole ring without loss in activity. The beat in vitro LTB4 antagonists of this series were investigated in vivo in the inhibition of LTB4-induced leukopenia in rabbits. Compound 9b (RP69698) displayed potent LTB4 antagonist activity, after oral administration, with an ED50 value of 6.7 mg/kg.

  DOI：

  10.1021/jm00101a008
• 作为产物：
  描述：

  methyl 6-bromo-2,2-dimethylhexanoate 、 2(1H)-Pyridinone, 4-(4-nitrophenyl)-6-phenyl- 在 silver carbonate 作用下， 以 甲苯 为溶剂， 反应 34.0h， 以67%的产率得到Methyl 2,2-dimethyl-6-[4-(4-nitrophenyl)-6-phenylpyridin-2-yl]oxyhexanoate
  参考文献：
  名称：

  .omega.-[(4,6-Diphenyl-2-pyridyl)oxy]alkanoic acid derivatives: a new family of potent and orally active LTB4 antagonists

  摘要：

  A series of omega-[(4,6-diphenyl-2-pyridyl)oxy]alkanoic acid derivatives was prepared which inhibited the binding of leukotriene B4 to its receptors on guinea pig spleen membranes and on human polymorphonuclear leukocytes (PMNs) and selectively antagonized the LTB4-induced elastase release in human PMNs. On the basis of these three screens, a structure-activity relationship was investigated. Alpha-Substitution on the carboxylic acid side chain led to only small changes in the binding affinities but greatly enhanced the LTB4 antagonist activity. Substitution on the phenyl rings was also evaluated. The terminal carboxylic acid function can be replaced by a tetrazole ring without loss in activity. The beat in vitro LTB4 antagonists of this series were investigated in vivo in the inhibition of LTB4-induced leukopenia in rabbits. Compound 9b (RP69698) displayed potent LTB4 antagonist activity, after oral administration, with an ED50 value of 6.7 mg/kg.

  DOI：

  10.1021/jm00101a008

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
• ANTIVIRAL COMPOUNDS AND ANTIHYPERTENSIVE COMPOUNDS
  申请人：SCHERING CORPORATION

  公开号：EP0550464A1

  公开（公告）日：1993-07-14
• 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] ANTIVIRAL COMPOUNDS AND ANTIHYPERTENSIVE COMPOUNDS
  申请人：——

  公开号：WO1992004328A1

  公开（公告）日：1992-03-19

  [EN] Compounds useful as antiviral agents against DNA-containing viruses, such as herpes group viruses, are disclosed. The compounds are represented by compounds of formula (1.0) and their pharmaceutically acceptable salts and solvates. Pharmaceutical compositions containing compounds represented by formula (1.0) and methods of treating a viral infection using compounds represented by formula (1.0) are disclosed. Also disclosed are compounds useful as antihypertensive agents and methods of treating hypertension using such compounds. The antihypertensive agents are compounds represented by formula (1.0) wherein R<4> is selected from the group consisting of alkyl and aminoalkyl. Preferably R<1> is H.
  [FR] Composés utiles comme agents anti-viraux contre des virus contenant de l'ADN tels que des virus du groupe de l'herpès. Les composés ainsi que sels et solvates pharmaceutiquement acceptables sont représentés par des composés de la formule (1.0) L'invention concerne également des compositions pharmaceutiques contenant des composés représentés par la formule (1.0) ainsi que des procédés de traitement d'une infection virale utilisant des composés représentés par ladite formule (1.0). En outre l'invention concerne des composés utiles en tant qu'agents anti-hypertenseurs ainsi que des procédés de l'hypertension à l'aide desdits composés. Les agents anti-hypertenseurs sont des composés représentés par la formule (1.0) dans laquelle R4 est sélectionné dans le groupe constitué d'alkyle et d'aminoalkyle. R1 est de préférence H.