2-Phenyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-ylideneamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-Phenyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-ylideneamine
• 英文别名: 2-Phenyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-imine
• 化学式: C₁₄H₁₅N₃
• 分子量: 225.293
• InChiKey: ZZEUJGNPVLEGJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  39.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,4,5,6-四氢-2-吡啶胺 、 3-苯基丙炔腈 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.08h， 以52%的产率得到2-Phenyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-ylideneamine
  参考文献：
  名称：

  Chemoselective Reactions of Amidines:  Selective Formation of Iminopyrimidine Regioisomers

  摘要：

  [GRAPHICS]The dramatic effect of base on the chemoselectivity of the reaction of amidines with substituted 3-phenyl-2-propynylnitriles is demonstrated. Amidine 1 can be added to cyanoalkyne 2 to give iminopyrimidine isomer 3 with high selectivity. The addition of 2 equiv of NaHMDS completely reverses the selectivity of the reaction, yielding isomer 4 almost exclusively. This method has been used to prepare a variety of substituted 4-iminopyrimidines.

  DOI：

  10.1021/ol006499j

文献信息

• [EN] IMINOPYRIMIDINE NMDA NR2B RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DES RECEPTEURS NMDA NR2B DE L'IMINOPYRIMIDINE
  申请人：——

  公开号：WO2002000629A9

  公开（公告）日：2003-05-15

  [EN] Compounds described by the chemical structural formula (I) or a pharmaceutically acceptable salt thereof, are useful in the treatment of pain, migraine, depression, anxiety, schizophrenia, Parkinson's disease, stroke, and in the treatment of neuropathies including postherpetic neuralgia, central pain from spinal cord injury, and phantom limb pain.
  [FR] L'invention concerne des composés représentés par la formule structurale chimique (I) ou un sel pharmaceutiquement acceptable desdits composés, qui sont utilisés dans le traitement de la douleur, de la migraine, de la dépression, de l'anxiété, de la schizophrénie, de la maladie de Parkinson, des accidents vasculaires cérébraux ainsi que dans le traitement des neuropathies, notamment l'algie post-zotérienne, les douleurs centrales liées à une lésion de moelle épinière et la douleur du membre fantôme.
• Chemoselective Reactions of Amidines:  Selective Formation of Iminopyrimidine Regioisomers
  作者：John A. McCauley、Cory R. Theberge、Nigel J. Liverton

  DOI：10.1021/ol006499j

  日期：2000.10.1

  [GRAPHICS]The dramatic effect of base on the chemoselectivity of the reaction of amidines with substituted 3-phenyl-2-propynylnitriles is demonstrated. Amidine 1 can be added to cyanoalkyne 2 to give iminopyrimidine isomer 3 with high selectivity. The addition of 2 equiv of NaHMDS completely reverses the selectivity of the reaction, yielding isomer 4 almost exclusively. This method has been used to prepare a variety of substituted 4-iminopyrimidines.