(E)-2-(4-Methoxyphenyl)-3-(2-nitrophenyl)-2-propenoic acid | 112768-05-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2-(4-Methoxyphenyl)-3-(2-nitrophenyl)-2-propenoic acid
• 英文别名: trans-2-Nitro-α-<4-methoxy-phenyl>-zimtsaeure；α-(p-Methoxyphenyl)-2-nitrozimtsaeure；(E)-2-(4-methoxyphenyl)-3-(2-nitrophenyl)prop-2-enoic acid
• CAS: 112768-05-5
• 化学式: C₁₆H₁₃NO₅
• 分子量: 299.283
• InChiKey: ICWNENJXDATFIQ-GXDHUFHOSA-N

物化性质

• 熔点：
  180-181 °C(Solvent: Benzene)
• 沸点：
  461.1±40.0 °C(predicted)
• 密度：
  1.342±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-2-(4-Methoxyphenyl)-3-(2-nitrophenyl)-2-propenoic acid 在 ammonium hydroxide 、 iron(II) sulfate 作用下， 以85%的产率得到(E)-3-(2-Aminophenyl)-2-(4-methoxyphenyl)-2-propenoic acid
  参考文献：
  名称：

  Soluble Catalysts for Improved Pschorr Cyclizations

  摘要：

  Several improved catalysts for the Pschorr phenanthrene synthesis have been discovered; all are soluble substances which initiate free-radical reactions by electron donation and thereby shorten the reaction time and increase the yield. One technique with K4Fe(CN)(6) in water produced phenanthrene-9-carboxylic acid (6a) in 87% yield, but its application did not extend to substituted examples where the diazonium salt is less soluble in water. A more general procedure with ferrocene in acetone produced not only 6a but also substituted examples 6b-f in yields of 88-94%. A modification which avoids the isolation of diazonium salts was developed for occasional synthetic use.

  DOI：

  10.1021/jo00106a034
• 作为产物：
  描述：

  对甲氧基苯乙酸 、 邻硝基苯甲醛 在 乙酸酐 、 三乙胺 作用下， 反应 0.25h， 以87%的产率得到(E)-2-(4-Methoxyphenyl)-3-(2-nitrophenyl)-2-propenoic acid
  参考文献：
  名称：

  Quinolones as serine protease inhibitors

  摘要：

  本发明公开了喹诺酮类化合物，这些化合物对丝氨酸蛋白酶如凝血因子Xa、凝血酶和/或凝血因子VIIa具有抑制作用。本发明还公开了这些化合物的药物可接受的盐和前药，包含这些化合物的药物可接受组合物，以及使用它们作为治疗或预防哺乳动物异常血栓形成疾病状态的治疗剂的方法。

  公开号：

  US06855726B1

文献信息

• Quinolones as serine protease inhibitors
  申请人：Dudley Danette Andrea

  公开号：US06855726B1

  公开（公告）日：2005-02-15

  The invention discloses quinolinones which display inhibitory effects on serine proteases such as factor Xa, thrombin and/or factor VIIa. The invention also discloses pharmaceutically acceptable salts and prodrugs of the compounds, pharmaceutically acceptable compositions comprising the compounds, their salts or prodrugs, and methods of using them a therapeutic agents for treating or preventing disease states in mammals characterized by abnormal thrombosis.

  本发明公开了喹诺酮类化合物，这些化合物对丝氨酸蛋白酶如凝血因子Xa、凝血酶和/或凝血因子VIIa具有抑制作用。本发明还公开了这些化合物的药物可接受的盐和前药，包含这些化合物的药物可接受组合物，以及使用它们作为治疗或预防哺乳动物异常血栓形成疾病状态的治疗剂的方法。
• Oda, Noriichi; Yoshida, Yukio; Nagai, Shin-ichi, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 5, p. 1796 - 1802
  作者：Oda, Noriichi、Yoshida, Yukio、Nagai, Shin-ichi、Ueda, Taisei、Sakakibara, Jinsaku

  DOI：——

  日期：——
• ODA NORIICHI; YOSHIDA YUKIO; NAGAI SHIN-ICHI; UEDA TAISEI; SAKAKIBARA JIN+, CHEM. AND PHARM. BULL., 35,(1987) N 5, 1796-1802
  作者：ODA NORIICHI、 YOSHIDA YUKIO、 NAGAI SHIN-ICHI、 UEDA TAISEI、 SAKAKIBARA JIN+

  DOI：——

  日期：——
• Soluble Catalysts for Improved Pschorr Cyclizations
  作者：Frederick W. Wassmundt、William F. Kiesman

  DOI：10.1021/jo00106a034

  日期：1995.1

  Several improved catalysts for the Pschorr phenanthrene synthesis have been discovered; all are soluble substances which initiate free-radical reactions by electron donation and thereby shorten the reaction time and increase the yield. One technique with K4Fe(CN)(6) in water produced phenanthrene-9-carboxylic acid (6a) in 87% yield, but its application did not extend to substituted examples where the diazonium salt is less soluble in water. A more general procedure with ferrocene in acetone produced not only 6a but also substituted examples 6b-f in yields of 88-94%. A modification which avoids the isolation of diazonium salts was developed for occasional synthetic use.