N-Benzyl-2-(3-carboxyphenoxy)nicotinamide | 125038-54-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-Benzyl-2-(3-carboxyphenoxy)nicotinamide
• 英文别名: N-Benzyl 2-(3-carboxyphenoxy)nicotinamide；3-[3-(benzylcarbamoyl)pyridin-2-yl]oxybenzoic acid
• CAS: 125038-54-2
• 化学式: C₂₀H₁₆N₂O₄
• 分子量: 348.358
• InChiKey: NWXGONXMORZHEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  88.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-Benzyl-2-(3-carboxyphenoxy)nicotinamide 以27%的产率得到
  参考文献：
  名称：

  SACCOMANO, NICHOLAS A.;VINICK, FREDERIC J.

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯烟酸 在 N-甲基吗啉 、 sodium hydride 、 氯甲酸异丁酯 作用下， 反应 19.83h， 生成 N-Benzyl-2-(3-carboxyphenoxy)nicotinamide
  参考文献：
  名称：

  Nicotinamide ethers: novel inhibitors of calcium-independent phosphodiesterase and [3H]rolipram binding

  摘要：

  The synthesis and biological properties of a series of nicotinamide ethers are described. These compounds, structurally novel calcium-independent phosphodiesterase inhibitors, also inhibit the binding of [H-3]rolipram to rat brain membranes and reverse reserpine-induced hypothermia in the mouse. Several compounds exhibited potent in vivo activity comparable to the standard agent, rolipram.

  DOI：

  10.1021/jm00105a015

文献信息

• Antidepressant N-substituted nicotinamide compounds
  申请人：Pfizer Inc.

  公开号：US04861891A1

  公开（公告）日：1989-08-29

  Certain N-substituted nicotinamide compounds having formula (I) below ##STR1## and pharmaceutically acceptable acid addition salts thereof wherein R.sup.1 is 1-piperidyl, 1-(3-indolyl)ethyl, C.sub.1-4 alkyl, phenyl, 1-(1-phenylethyl), benzyl or mono-substituted benzyl wherein the substituent is methyl, methoxy, chloro or fluoro; and R.sup.2 is bicyclo[2.2.1]hept-2-yl or ##STR2## wherein Y is hydrogen, fluoro or chloro; and X is hydrogen, fluoro, chloro, methoxy, trifluoromethyl, cyano, carboxy, carbo (C.sub.1-4 alkoxy), methylcarbamoyl or dimethylcarbamoyl function as selective inhibitors of calcium-independent phosphodiesterase and are useful as antidepressants.

  具有以下式(I)的某些N-取代烟酰胺化合物及其药学上可接受的酸盐，其中R.sup.1为1-哌啶基，1-(3-吲哚基)乙基，C.sub.1-4烷基，苯基，1-(1-苯乙基)，苄基或单取代苄基，其中取代基为甲基，甲氧基，氯或氟；和R.sup.2为双环[2.2.1]庚-2-基或其中Y为氢，氟或氯；X为氢，氟，氯，甲氧基，三氟甲基，氰基，羧基，羧基(C.sub.1-4烷氧基)，甲基氨甲酰基或二甲基氨甲酰基，作为钙非依赖性磷酸二酯酶的选择性抑制剂，并且可用作抗抑郁药。
• SACCOMANO, NICHOLAS A.;VINICK, FREDERIC J.
  作者：SACCOMANO, NICHOLAS A.、VINICK, FREDERIC J.

  DOI：——

  日期：——
• US4861891A
  申请人：——

  公开号：US4861891A

  公开（公告）日：1989-08-29
• Nicotinamide ethers: novel inhibitors of calcium-independent phosphodiesterase and [3H]rolipram binding
  作者：Fredric J. Vinick、Nicholas A. Saccomano、B. Kenneth Koe、Jann A. Nielsen、Ian H. Williams、Peter F. Thadeio、Stanley Jung、Morgan Meltz、Jonathan Johnson、Lorraine A. Lebel、Lorena L. Russo、David Helweg

  DOI：10.1021/jm00105a015

  日期：1991.1

  The synthesis and biological properties of a series of nicotinamide ethers are described. These compounds, structurally novel calcium-independent phosphodiesterase inhibitors, also inhibit the binding of [H-3]rolipram to rat brain membranes and reverse reserpine-induced hypothermia in the mouse. Several compounds exhibited potent in vivo activity comparable to the standard agent, rolipram.