3-Cyanoacrolein | 25574-87-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Cyanoacrolein
• 英文别名: Cyanoacrolate；2-formylprop-2-enenitrile
• CAS: 25574-87-2
• 化学式: C₄H₃NO
• 分子量: 81.0739
• InChiKey: PPUWMENZLRYZSP-UHFFFAOYSA-N

物化性质

• 沸点：
  184.7±23.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Cyanoacrolein 、 (1R,2S,4R,5R,8R,9S,11R)-9-formyl-5-methyl-2-[[(2R,5R)-5-methylmorpholin-2-yl]oxymethyl]-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid 在 sodium cyanoborohydride 作用下， 以 乙腈 为溶剂， 生成 (1R,2S,4R,5R,8R,9S,11R)-2-[[(2R,5R)-4-(2-cyanoprop-2-enyl)-5-methylmorpholin-2-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid
  参考文献：
  名称：

  Identification of a broad-Spectrum azasordarin with improved pharmacokinetic properties

  摘要：

  The synthesis and antifungal activity of 5- and 5'-6'-substituted azasordarin derivatives are described. Modification of the 5'-position led to the discovery of the spirocyclopentyl analogue 7g, which is the first azasordarin to register single-digit MIC values versus Aspergillus spp. Further investigation identified the 5'-i-Pr derivative 7b, which displays superior pharmacokinetic properties compared to other azasordarins. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00161-6

文献信息

• Identification of a broad-Spectrum azasordarin with improved pharmacokinetic properties
  作者：Michael H. Serrano-Wu、Denis R.St. Laurent、Tina M. Carroll、Marco Dodier、Qi Gao、Patrice Gill、Claude Quesnelle、Anne Marinier、Charles E. Mazzucco、Alicia Regueiro-Ren、Terry M. Stickle、Dedong Wu、Hyekyung Yang、Zheng Yang、Ming Zheng、Mary E. Zoeckler、Dolatrai M. Vyas、Balu N. Balasubramanian

  DOI：10.1016/s0960-894x(03)00161-6

  日期：2003.4

  The synthesis and antifungal activity of 5- and 5'-6'-substituted azasordarin derivatives are described. Modification of the 5'-position led to the discovery of the spirocyclopentyl analogue 7g, which is the first azasordarin to register single-digit MIC values versus Aspergillus spp. Further investigation identified the 5'-i-Pr derivative 7b, which displays superior pharmacokinetic properties compared to other azasordarins. (C) 2003 Elsevier Science Ltd. All rights reserved.