5,10-dibutyl-5,10-dihydropyrido[2,3-b:2,3-e]pyrazine | 214977-41-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5,10-dibutyl-5,10-dihydropyrido[2,3-b:2,3-e]pyrazine
• 英文别名: 2,9-Dibutyl-2,4,9,11-tetrazatricyclo[8.4.0.03,8]tetradeca-1(10),3(8),4,6,11,13-hexaene
• CAS: 214977-41-0
• 化学式: C₁₈H₂₄N₄
• 分子量: 296.415
• InChiKey: NPLOCLDHNNJPKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,10-dibutyl-5,10-dihydropyrido[2,3-b:2,3-e]pyrazine 在 potassium nitrite 、 草酸 作用下， 生成 5,10-dibutyl-2-nitro-5,10-dihydropyrido[2,3-b:2,3-e]pyrazine
  参考文献：
  名称：

  Design of new anticancer drugs. I. Easy hetarynic access to dihydrodipyridopyrazines, a new family of antitumor agents

  摘要：

  Unprecedented dihydrodipyridopyrazines were easily obtained by hetarynic dimerization of 2-alkylamino-3-bromopyridines in the presence of the complex base NaNH2-tBuONa. A few chemical properties of these new heterocycles are reported, as well as their antitumoral activity. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01558-5
• 作为产物：
  描述：

  3-bromo-2-(butylamino)pyridine 在 sodium amide 、 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 反应 74.0h， 生成 5,10-dibutyl-5,10-dihydropyrido[2,3-b:3,2-e]pyrazine 、 5,10-dibutyl-5,10-dihydropyrido[2,3-b:2,3-e]pyrazine
  参考文献：
  名称：

  3-Bromo-2-[(N-取代)氨基]吡啶的高效合成及其杂环化

  摘要：

  通过两种简便的方法获得了多种3-溴-2-[(N-取代)氨基]吡啶，并用于相应的N-取代二氢-联吡啶并吡嗪的杂合合成。

  DOI：

  10.1055/s-2006-926311

文献信息

• Hetarynic synthesis and chemical transformation of dihydrodipyridopyrazines
  作者：Stéphanie Blanchard、Ivan Rodriguez、Catherine Kuehm-Caubère、Pierre Renard、Bruno Pfeiffer、Gérald Guillaumet、Paul Caubère

  DOI：10.1016/s0040-4020(02)00310-1

  日期：2002.4

  Unprecedented dihydrodipyridopyrazines were easily obtained by hetarynic dimerization of 2-alkylamino-3-halogenopyridines in the presence of the complex base NaNH2-tBuONa. Derivatizations of the new heterocycles are described. The anticancer activity of these compounds is also mentioned. (C) 2002 Elsevier Science Ltd. All rights reserved.
• US6127369A
  申请人：——

  公开号：US6127369A

  公开（公告）日：2000-10-03
• Efficient Synthesis of 3-Bromo-2-[(N-substituted)amino]pyridines and their Hetarynic Cyclization
  作者：Gérald Guillaumet、Irina-Claudia Grig-Alexa、Adriana-Luminita Finaru、Lucia Ivan、Paul Caubère

  DOI：10.1055/s-2006-926311

  日期：——

  A variety of3-bromo-2-[(N-substituted)amino]pyridines were obtained via two convenient methods and were used in the hetarynic synthesis of the corresponding N-substituted dihydro-dipyridopyrazines.

  通过两种简便的方法获得了多种3-溴-2-[(N-取代)氨基]吡啶，并用于相应的N-取代二氢-联吡啶并吡嗪的杂合合成。
• Design of new anticancer drugs. I. Easy hetarynic access to dihydrodipyridopyrazines, a new family of antitumor agents
  作者：Ivan Rodriguez、Catherine Kuehm-Caubère、Karine Vinter-Pasquier、Pierre Renard、Bruno Pfeiffer、Paul Caubère

  DOI：10.1016/s0040-4039(98)01558-5

  日期：1998.10

  Unprecedented dihydrodipyridopyrazines were easily obtained by hetarynic dimerization of 2-alkylamino-3-bromopyridines in the presence of the complex base NaNH2-tBuONa. A few chemical properties of these new heterocycles are reported, as well as their antitumoral activity. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.