(E)-3-[4-(pyridin-3-ylmethyl)phenyl]acrylic acid ethyl ester | 75986-34-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-[4-(pyridin-3-ylmethyl)phenyl]acrylic acid ethyl ester
• 英文别名: ethyl (E)-3-[4-(pyridin-3-ylmethyl)phenyl]acrylate；(E)-3-[4-(3-pyridylmethyl)phenyl]acrylic acid ethyl ester；ethyl(E)-3-[4-(pyridin-3-ylmethyl)phenyl]acrylate；ethyl (E)-3-[4-(pyridin-3-ylmethyl)phenyl]prop-2-enoate
• CAS: 75986-34-4
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: KVIGKPUSXYZFEJ-MDZDMXLPSA-N

物化性质

• 沸点：
  419.5±30.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-[4-(pyridin-3-ylmethyl)phenyl]acrylic acid ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 3-[4(pyridin-3-ylmethyl)phenyl]propionic acid ethyl ester
  参考文献：
  名称：

  Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives

  摘要：

  The enzyme thromboxane (TX) synthetase is inhibited by pyridine. The beta-substituted pyridine derivatives showed higher inhibitory potency than the gamma-substituted ones having the same side chain. Among the beta-substituted derivatives containing the omega-carboxyalkyl group, the compounds with 6-8 carbon atoms in the side chain were especially effective. The derivatives holding the phenylene group in the side chain exhibited much higher inhibitory activity than those of the alkylene type. Among them, (E)-3-[4-(3-pyridylmethyl)phenyl]-2-methylacrylic acid hydrochloride (5a) had the highest potency (IC50 = 3 x 10(-9) M). The beta-substituted pyridine derivatives and 1-substituted imidazole derivatives which had the same side chain showed almost the same potency. The beta-substituted pyridine derivatives do not inhibit arachidonic acid cyclooxygenase or prostaglandin I2 synthetase, two other enzymes of the arachidonic cascade.

  DOI：

  10.1021/jm00142a006
• 作为产物：
  描述：

  3-氯甲基吡啶盐酸盐 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.17h， 生成 (E)-3-[4-(pyridin-3-ylmethyl)phenyl]acrylic acid ethyl ester
  参考文献：
  名称：

  Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives

  摘要：

  The enzyme thromboxane (TX) synthetase is inhibited by pyridine. The beta-substituted pyridine derivatives showed higher inhibitory potency than the gamma-substituted ones having the same side chain. Among the beta-substituted derivatives containing the omega-carboxyalkyl group, the compounds with 6-8 carbon atoms in the side chain were especially effective. The derivatives holding the phenylene group in the side chain exhibited much higher inhibitory activity than those of the alkylene type. Among them, (E)-3-[4-(3-pyridylmethyl)phenyl]-2-methylacrylic acid hydrochloride (5a) had the highest potency (IC50 = 3 x 10(-9) M). The beta-substituted pyridine derivatives and 1-substituted imidazole derivatives which had the same side chain showed almost the same potency. The beta-substituted pyridine derivatives do not inhibit arachidonic acid cyclooxygenase or prostaglandin I2 synthetase, two other enzymes of the arachidonic cascade.

  DOI：

  10.1021/jm00142a006

文献信息

• Vasodilating and platelet aggregation inhibiting 1,4 dihydropyridines
  申请人：Toyama Chemical Co., Ltd.

  公开号：US04713387A1

  公开（公告）日：1987-12-15

  This invention relates to a 1,4-dihydropyridine derivative of the formula ##STR1## wherein Y represents an oxygen or sulfur atom or a vinylene group, Z represents an oxygen or sulfur atom or an alkylene group, R.sup.2 represents an imidazolyl or pyridyl group and the remaining substituents are herein defined. These compounds have a vasodilating activity and a platelet aggregation inhibiting activity.

  本发明涉及一种1,4-二氢吡啶衍生物，其化学式为##STR1##其中Y代表氧或硫原子或乙烯基，Z代表氧或硫原子或烷基，R.sup.2代表咪唑基或吡啶基，其余取代基在此定义。这些化合物具有扩血管活性和抑制血小板聚集活性。
• Pyridyl ester containing 1,4-dihydropyridine derivatives and salts
  申请人：Toyama Chemical Co., Ltd.

  公开号：US04731370A1

  公开（公告）日：1988-03-15

  This invention relates to a novel 1,4-dihydropyridine derivative of the formula ##STR1## wherein R2 is pyridyl, or a salt thereof. These compounds have a vasodilating activity and a platelet aggregation inhibiting activity. Also disclosed are pharmaceutical compositions containing the same.

  本发明涉及一种新颖的1,4-二氢吡啶衍生物，其化学式为##STR1##其中R2为吡啶基，或其盐。这些化合物具有扩血管作用和抑制血小板聚集作用。还公开了含有这些化合物的药物组合物。
• JOHNSON, ROY A.;LIN, CHIU-HONG
  作者：JOHNSON, ROY A.、LIN, CHIU-HONG

  DOI：——

  日期：——
• TANOUCHI, TADAO;KAWAMURA, MASANORI;OHYAMA, ISAO;KAJIWARA, IKUO;IGUCHI, YO+, J. MED. CHEM., 1981, 24, N 10, 1149-1155
  作者：TANOUCHI, TADAO、KAWAMURA, MASANORI、OHYAMA, ISAO、KAJIWARA, IKUO、IGUCHI, YO+

  DOI：——

  日期：——
• WATANABE, ISAO;MOMONOI, KAISHU;HIRAIWA, TORU;ONO, SATOSHI;NAKANO, JOJI;NA+
  作者：WATANABE, ISAO、MOMONOI, KAISHU、HIRAIWA, TORU、ONO, SATOSHI、NAKANO, JOJI、NA+

  DOI：——

  日期：——