6-氯-2-(1-吡咯烷基)-4-嘧啶胺 | 3289-39-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 6-氯-2-(1-吡咯烷基)-4-嘧啶胺
• 英文名称: 6-chloro-2-pyrrolidin-1-yl-pyrimidin-4-ylamine
• 英文别名: 4-Amino-6-chlor-2-pyrrolidino-pyrimidin；6-Chloro-2-(pyrrolidin-1-yl)pyrimidin-4-amine；6-chloro-2-pyrrolidin-1-ylpyrimidin-4-amine
• CAS: 3289-39-2
• 化学式: C₈H₁₁ClN₄
• mdl: MFCD09864529
• 分子量: 198.655
• InChiKey: HRPXQWIBWJPBPF-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185 °C
• 沸点：
  411.3±48.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 6-氯-2-(1-吡咯烷基)-4-嘧啶胺 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  A practical strategy for the synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines

  摘要：

  Starting from commercially available 4-amino-2,6-dichloropyrimidine, a practical four steps synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines was developed. This strategy could introduce a diverse set of secondary amines and arylamines to displace the 2- and 4-chloro groups. The products of this route are otherwise difficult to access. In addition, 6-amino arylation was carried out to demonstrate the reactivity and utility of 2-dialkylamino-4-arylamino-6-aminopyrimidines as building blocks for assembling interesting aminopyrimidine molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.154
• 作为产物：
  描述：

  四氢吡咯 、 4-氨基-2,6-二氯嘧啶 在 N,N-二异丙基乙胺 作用下， 以 异丙醇 为溶剂， 以91%的产率得到6-氯-2-(1-吡咯烷基)-4-嘧啶胺
  参考文献：
  名称：

  A practical strategy for the synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines

  摘要：

  Starting from commercially available 4-amino-2,6-dichloropyrimidine, a practical four steps synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines was developed. This strategy could introduce a diverse set of secondary amines and arylamines to displace the 2- and 4-chloro groups. The products of this route are otherwise difficult to access. In addition, 6-amino arylation was carried out to demonstrate the reactivity and utility of 2-dialkylamino-4-arylamino-6-aminopyrimidines as building blocks for assembling interesting aminopyrimidine molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.154

文献信息

• [EN] PEPTIDOMIMETIC GALANIN RECEPTOR MODULATORS<br/>[FR] MODULATEURS DES RÉCEPTEURS À LA GALANINE PEPTIDOMIMÉTIQUES
  申请人：ROBERTS EDWARD

  公开号：WO2012009258A2

  公开（公告）日：2012-01-19

  Potent and effective modulators of galanin receptors such as Ga1R1 and Ga1R2 are provided. Methods of preparation and methods of use are further provided. The compounds of the invention may be effective for treatment of malconditions in human patients including epilepsy or seizure disorders, mood disorders including depression and anxiety spectrum disorders; drug addiction including addiction to alcohol or tobacco; autistic spectrum diseases and pervasive development disorders; Alzheimer's disease or other dementias; cognition disorders; cerebral or myocardial stroke; demyelinating diseases including multiple sclerosis, Guillain-Barre syndrome and Charcot-Marie-Tooth disease; neurodegenerative diseases including Parkinson's disease, Lou Gehrig's diseases, Huntington's disease, and HIV dementia; neurotrauma; diabetes, obesity, metabolic syndrome and feeding disorders; solid tumors and leukemia/lymphoma; pain; neuropathies; sleeping disorders and regulation; neuroprotection; and inflammation.
• Triamino pyrimidines and pyridines as histamine H4 receptor modulators
  作者：Steven P. Meduna、Brad M. Savall、Hui Cai、James P. Edwards、Robin L. Thurmond、Patricia M. McGovern

  DOI：10.1016/j.bmcl.2011.03.017

  日期：2011.5

  Two series of triamino pyrimidines and a series of triamino pyridines have been synthesized and their structure-activity relationships evaluated for activity at the H-4 receptor in competitive binding and functional assays. Small structural changes in these three hetereoaromatic cores influenced the functional activity of these compounds. (C) 2011 Elsevier Ltd. All rights reserved.
• A practical strategy for the synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines
  作者：Chaomin Li、Andrew Rosenau

  DOI：10.1016/j.tetlet.2009.07.154

  日期：2009.10

  Starting from commercially available 4-amino-2,6-dichloropyrimidine, a practical four steps synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines was developed. This strategy could introduce a diverse set of secondary amines and arylamines to displace the 2- and 4-chloro groups. The products of this route are otherwise difficult to access. In addition, 6-amino arylation was carried out to demonstrate the reactivity and utility of 2-dialkylamino-4-arylamino-6-aminopyrimidines as building blocks for assembling interesting aminopyrimidine molecules. (C) 2009 Elsevier Ltd. All rights reserved.