(Z)-3-(2-nitrophenyl)acrylic acid | 89761-18-2

• 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: (Z)-3-(2-nitrophenyl)acrylic acid
• 英文别名: 2-nitro-cis-cinnamic acid；2-Nitro-cis-zimtsaeure；cis-2-Nitro-zimtsaeure；(Z)-3-(2-nitrophenyl)prop-2-enoic acid
• CAS: 89761-18-2
• 化学式: C₉H₇NO₄
• 分子量: 193.159
• InChiKey: BBQDLDVSEDAYAA-WAYWQWQTSA-N

物化性质

• 沸点：
  383.3±25.0 °C(Predicted)
• 密度：
  1.411±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-3-(2-nitrophenyl)acrylic acid 在 氯仿 、 溴 作用下， 生成 2-nitrocinnamic acid
  参考文献：
  名称：

  Stoermer; Heymann, Chemische Berichte, 1912, vol. 45, p. 3102

  摘要：

  DOI：
• 作为产物：
  描述：

  2-nitrocinnamic acid 在 吡啶 作用下， 生成 (Z)-3-(2-nitrophenyl)acrylic acid
  参考文献：
  名称：

  Stoermer; Heymann, Chemische Berichte, 1912, vol. 45, p. 3102

  摘要：

  DOI：

文献信息

• [EN] TARGETING DIAZO PRODRUGS FOR THE TREATMENT OF GASTROINTESTINAL DISEASES<br/>[FR] CIBLAGE DE PROMÉDICAMENTS DIAZO POUR LE TRAITEMENT DE MALADIES GASTRO-INTESTINALES
  申请人：TRINITY COLLEGE DUBLIN

  公开号：WO2009003970A1

  公开（公告）日：2009-01-08

  Provided herein are compounds, compositions and methods for decreasing NFkB DNA-binding activity in a patient comprising administering of a therapeutically effective amount of a compound or composition of the application to the patient to reduce, alleviate or treat various gastrointestinal diseases, such as inflammatory bowel disease (IBD).

  本文提供了一种减少患者NFkB DNA结合活性的化合物、组合物和方法，包括向患者施用本申请的化合物或组合物的治疗有效量，以减少、缓解或治疗各种胃肠疾病，如炎症性肠病（IBD）。
• Targeting Prodrugs for the Treatment of Gastrointestinal Diseases
  申请人：Gilmer John Francis

  公开号：US20090082314A1

  公开（公告）日：2009-03-26

  Provided herein are compounds, compositions and methods for decreasing NFκB DNA-binding activity in a patient comprising administering of a therapeutically effective amount of a compound or composition of the application to the patient to reduce, alleviate or treat various gastrointestinal diseases, such as inflammatory bowel disease (IBD).

  本文提供了一种降低患者NFκB DNA结合活性的化合物、组合物和方法，包括将本申请的化合物或组合物以治疗有效量的方式给予患者，以减轻、缓解或治疗各种胃肠道疾病，如炎症性肠病（IBD）。
• Substituent effects of cis-cinnamic acid analogues as plant growh inhibitors
  作者：Keisuke Nishikawa、Hiroshi Fukuda、Masato Abe、Kazunari Nakanishi、Tomoya Taniguchi、Takashi Nomura、Chihiro Yamaguchi、Syuntaro Hiradate、Yoshiharu Fujii、Katsuhiro Okuda、Mitsuru Shindo

  DOI：10.1016/j.phytochem.2013.08.013

  日期：2013.12

  1-O-cis-Cinnamoyl-beta-D-glucopyranose is one of the most potent allelochemicals that has been isolated from Spiraea thunbergii Sieb by Hiradate et al. It derives its strong inhibitory activity from cis-cinnamic acid (cis-CA), which is crucial for phytotoxicity. By preparing and assaying a series of cis-CA analogues, it was previously found that the key features of cis-CA for lettuce root growth inhibition are a phenyl ring, cis-configuration of the alkene moiety, and carboxylic acid. On the basis of a structure-activity relationship study, the substituent effects on the aromatic ring of cis-CA were examined by systematic synthesis and the lettuce root growth inhibition assay of a series of cis-CA analogues having substituents on the aromatic ring. While ortho- and para-substituted analogues exhibited low potency in most cases, meta-substitution was not critical for potency, and analogues having a hydrophobic and sterically small substituent were more likely to be potent. Finally, several cis-CA analogues were found to be more potent root growth inhibitors than cis-CA. (C) 2013 Elsevier Ltd. All rights reserved.
• Utilization of .alpha.,.beta.-unsaturated acids as Michael acceptors for the synthesis of thieno[2,3-b]thiopyrans
  作者：Gerald S. Ponticello、Mark B. Freedman、Charles N. Habecker、M. Katharine Holloway、Joseph S. Amato、Robin S. Conn、John J. Baldwin

  DOI：10.1021/jo00236a003

  日期：1988.1
• Ried, Walter; Oremek, Gerhard; Ocakcioglu, Belkis, Liebigs Annalen der Chemie, 1980, # 9, p. 1424 - 1427
  作者：Ried, Walter、Oremek, Gerhard、Ocakcioglu, Belkis

  DOI：——

  日期：——