2-cyano-3,3-diphenylacrylamide | 731-48-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-cyano-3,3-diphenylacrylamide
• 英文别名: 2-cyano-3,3-diphenyl-acrylic acid amide；2-Cyan-3,3-diphenyl-acrylsaeure-amid；2-cyano-3,3-diphenyl-2-propenamide；Benzhydryliden-cyan-essigsaeure-amid; 2-Cyan-3,3-diphenyl-acrylsaeure-amid；α-Cyan-β-phenyl-zimtsaeureamid；1-Carbamoyl-2,2-diphenyl-1-cyan-aethylen；2-Cyano-3,3-diphenylprop-2-enamide
• CAS: 731-48-6
• 化学式: C₁₆H₁₂N₂O
• 分子量: 248.284
• InChiKey: XPQBSIDNBUQWRU-UHFFFAOYSA-N

物化性质

• 熔点：
  236.5 °C
• 沸点：
  454.0±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二苯甲酮 在 甲酸 、 palladium diacetate 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 2-cyano-3,3-diphenylacrylamide
  参考文献：
  名称：

  Synthesis of 2-cyanoacrylamides through Pd-catalyzed monohydration of methylenemalononitriles

  摘要：

  A straightforward and efficient method has been developed for the synthesis of 2-cyanoacrylamide from 2-methylenemalononitriles through monohydration. A series of methylenemalononitriles underwent the reaction under mild and simple reaction conditions with good to excellent yield.[GRAPHICS].

  DOI：

  10.1080/00397911.2018.1542496

文献信息

• PROCESS FOR THE MANUFACTURE OF SUBSTITUTED 2-CYANO CINNAMIC ESTERS
  申请人：Huang Jing

  公开号：US20100048937A1

  公开（公告）日：2010-02-25

  The invention relates to an improved process for the manufacture of substituted 2-cyanocinnamic esters. This novel economical process provides products in high purity and yields.

  本发明涉及一种改进的制备取代的2-氰基肉桂酸酯的工艺。这种新颖的经济工艺提供了高纯度和高收率的产品。
• WO2008/89920
  申请人：——

  公开号：——

  公开（公告）日：——
• Titanium isopropoxide/pyridine mediated Knoevenagel reactions
  作者：Brian A. Robichaud、Kevin G. Liu

  DOI：10.1016/j.tetlet.2011.10.069

  日期：2011.12

  We report a Ti(OiPr)(4)/pyridine mediated Knoevenagel reaction between aromatic ketones and cyanoacetamides to provide Knoevenagel olefin products in good to excellent yields. Almost in all cases studied, a single geometrical isomer was formed and isolated under the Ti(OiPr)(4)/pyridine condensation conditions. This methodology was also demonstrated to be highly effective between some other Knoevenagel active methylene compounds and aromatic ketones. (C) 2011 Elsevier Ltd. All rights reserved.
• Charles,G., Bulletin de la Societe Chimique de France, 1963, p. 1573 - 1576
  作者：Charles,G.

  DOI：——

  日期：——
• Screening of human vascular endothelial growth factor (VEGF) receptor Flt-1 domain and study on its biological activity
  作者：Li Ma、Zhiqing Zhang、Xiaoning Wang、Dajun Sun、Xiaoming Zhou、Aijun Chen、Lihong Yao

  DOI：10.1007/bf02882392

  日期：2001.10

  Four human vascular endothelial growth factor receptor Flt-1 cDNA fragments containing extracellular domain loops 2, 1-2, 2-3 and 1-3 respectively were amplified from human placental cDNA library by PCR and used for screening ligand binding domains by yeast two-hybrid system. The result showed that, not only loop 1-3, but also the smaller fragment loop 2-3 could bind to hVEGF(165). Recombinant expression plasmids pPIC9K/Flt-1(1-3) and pPIC9K/Flt-1(2-3) were constructed and transformed to Pichia. pastoris host strain GS1115, cultured in flasks, and expressed under the induction of 1% methanol. The expressed product existed in supernatant in the form of soluble molecules and contained more than 60% of total protein after being induced for 4d. After being purified by CM-Sepharose FF and Sephacryl S-100 chromatography, its purity reached above 90%. Biological assay in vitro showed that the binding capacity of expressed soluble Flt-1 (2-3) to hVEGF(165) and its inhibiting effect on the proliferation of human umbilical veins endothelial cells (HUVEC) stimulated with hVEGF(165) were close to those of sFlt-1(1-3). Animal test showed that sFlt-1 (2-3) could inhibit the formation of regenerate blood vessels stimulated with hVEGF(165) significantly.