5-(pyridin-3-yl)-2,4-pentadieneoic acid | 118420-15-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(pyridin-3-yl)-2,4-pentadieneoic acid
• 英文别名: (E,E)-5-(3-Pyridyl)-2,4-pentadienoic acid；5-(3-pyridyl)penta-(2E,4E)-dienoic acid；5-(3-pyridyl)-2,4-pentadieneoic acid；(2E,4E)-5-pyridin-3-ylpenta-2,4-dienoic acid
• CAS: 118420-15-8
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: CCEWTWCJOWECLY-NKZTZDQQSA-N

物化性质

• 熔点：
  195-197 °C
• 沸点：
  379.6±25.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(pyridin-3-yl)-2,4-pentadieneoic acid 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 N-[4-(4-diphenylmethyl-piperazin-1-yl)-butyl]-5-(pyridin-3-yl)-penta-2,4-dienoic acid amide
  参考文献：
  名称：

  Acrylamide derivatives as antiallergic agents. 2. Synthesis and structure activity relationships of N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamides

  摘要：

  A new series of 3-(3-pyridyl)acrylamides 16, 17, 19, and 26, and 5-(3-pyridyl)-2,4-pentadienamides 20-25 were prepared and evaluated for their antiallergic activity. Several of these compounds exhibited more potent inhibitory activities than the parent compound 1a [(E)-N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3- (3-pyridyl)acrylamide] against the rat passive cutaneous anaphylaxis (PCA) reaction and the enzyme 5-lipoxygenase. Particularly, (E)-N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3- (6-methyl-3-pyridyl)acrylamide (17p) showed an ED50 value of 3.3 mg/kg po in the rat PCA test, which was one-fifth of ketotifen and oxatomide. As compared with ketotifen and oxatomide, compound 17p (AL-3264) possessed a better balance of antiallergic properties due to inhibition of chemical mediator release, inhibition of 5-lipoxygenase, and antagonism of histamine.

  DOI：

  10.1021/jm00123a012
• 作为产物：
  描述：

  3-吡啶甲醛 在 氢氧化钾 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 paraffin 为溶剂， 反应 17.67h， 生成 5-(pyridin-3-yl)-2,4-pentadieneoic acid
  参考文献：
  名称：

  Acrylamide derivatives as antiallergic agents. 2. Synthesis and structure activity relationships of N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamides

  摘要：

  A new series of 3-(3-pyridyl)acrylamides 16, 17, 19, and 26, and 5-(3-pyridyl)-2,4-pentadienamides 20-25 were prepared and evaluated for their antiallergic activity. Several of these compounds exhibited more potent inhibitory activities than the parent compound 1a [(E)-N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3- (3-pyridyl)acrylamide] against the rat passive cutaneous anaphylaxis (PCA) reaction and the enzyme 5-lipoxygenase. Particularly, (E)-N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3- (6-methyl-3-pyridyl)acrylamide (17p) showed an ED50 value of 3.3 mg/kg po in the rat PCA test, which was one-fifth of ketotifen and oxatomide. As compared with ketotifen and oxatomide, compound 17p (AL-3264) possessed a better balance of antiallergic properties due to inhibition of chemical mediator release, inhibition of 5-lipoxygenase, and antagonism of histamine.

  DOI：

  10.1021/jm00123a012

文献信息

• Diamide compound and drugs containing the same
  申请人：Kowa Co., Ltd.

  公开号：US06340682B1

  公开（公告）日：2002-01-22

  The present invention provides diamide derivatives represented by the following general formula (1): wherein A is a phenyl group or the like, which may be substituted, B is —CH═CH—, —C═C—, —(CH═CH)2—, —C≡C—CH═CH—, —CH═CH—C≡C—, phenylene or the like, and W is or and medicines comprising such a compound. These compounds have an excellent inhibitory effect on the production of an IgE antibody and are hence useful as antiallergic agents and the like.

  本发明提供了以下一般式（1）所代表的二酰胺衍生物： 其中A是苯基或类似物，可以被取代，B是—CH═CH—，—C═C—，—(CH═CH)2—，—C≡C—CH═CH—，—CH═CH—C≡C—，苯基或类似物，W是 或 以及包含这种化合物的药物。这些化合物对IgE抗体的产生具有出色的抑制作用，因此可用作抗过敏药物等。
• Use of pyridyl alkane, pyridyl alkene and/or pyridyl alkine acid amides in the treatment of tumors or for immunosuppression
  申请人：Klinge Pharma GmbH

  公开号：US06451816B1

  公开（公告）日：2002-09-17

  The invention relates to the use of pharmacologically valuable pyridyl alkane, pyridyl alkene and/or pyridyl alkine acid amides according to general formula (I) in the treatment of tumors or for immunosuppression.

  该发明涉及根据通式(I)中的具有药理学价值的吡啶基烷、吡啶基烯和/或吡啶基炔酸酰胺在肿瘤治疗或免疫抑制中的使用。
• Diamide compound and medicine containing the same
  申请人：KOWA CO., LTD.

  公开号：US20020042414A1

  公开（公告）日：2002-04-11

  The present invention relates to diamide derivatives represented by the following general formula (1): 1 wherein A is a phenyl group or the like, which may be substituted, B is —CH═CH—, —C≡C—, —(CH═CH) 2 —, —C≡C—CH═CH—, —CH═CH—C≡C—, phenylene or the like, and W is 2 and medicines comprising such a compound. These compounds have an excellent inhibitory effect on the production of an IgE antibody and are hence useful as antiallergic agents and the like.

  本发明涉及由下列通式（1）所表示的二酰胺衍生物：其中，A为苯基或类似物，可以被取代，B为-CH═CH-、-C≡C-、-(CH═CH)2-、-C≡C-CH═CH-、-CH═CH-C≡C-、苯基或类似物，W为2，以及包含此类化合物的药物。这些化合物在抑制IgE抗体生成方面具有优异的效果，因此可用作抗过敏药物等。
• Pyridyl alkene- and pyridyl alkine- acid amides as cytostatics and immuno-suppressives
  申请人：Klinge Pharma GmbH

  公开号：US20040009967A1

  公开（公告）日：2004-01-15

  The invention relates to new pyridyl alkane acid amides according to general formula (I) as well as methods for their production, medicaments containing these compounds as well as their medical use, especially in the treatment of tumors or for immunosuppression.

  本发明涉及新的吡啶基烷基酸酰胺，其通式为（I），以及其制备方法，含有这些化合物的药物以及它们在医学上的使用，特别是用于肿瘤治疗或免疫抑制。
• Pyridyl alkene and pyridyl alkine- acid amides as cytostatics and immuno-suppressives
  申请人：Biedermann Elfi

  公开号：US20070219197A1

  公开（公告）日：2007-09-20

  The present invention relates to new pyridine compounds, methods for their production, medicaments containing these compounds as well as their use, especially in the treatment of tumor conditions and/or as cytostatic agents or as immunosuppressive agents.

  本发明涉及新的吡啶化合物，其生产方法，含有这些化合物的药物以及它们的用途，特别是在肿瘤病情的治疗中和/或作为细胞毒剂或免疫抑制剂的用途。