4-(9H-pyrido[3,4-b]indol-1-yl)pyrimidin-2-amine | 82504-00-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 4-(9H-pyrido[3,4-b]indol-1-yl)pyrimidin-2-amine
• 英文别名: annomontine；ingenine A
• CAS: 82504-00-5
• 化学式: C₁₅H₁₁N₅
• 分子量: 261.286
• InChiKey: IUDMZJRPDRCJEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2-(((benzyloxy)carbonyl)amino)pyrimidine-4-carboxylate 在 palladium 10% on activated carbon 、 ammonium acetate 、 氢气 、 一水合肼 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 13.0h， 生成 4-(9H-pyrido[3,4-b]indol-1-yl)pyrimidin-2-amine
  参考文献：
  名称：

  Two new approaches towards the synthesis of annomontine using Pictet–Spengler and aza-Diels–Alder reactions

  摘要：

  Two new routes were established for the synthesis of biologically active natural product annomontine utilizing Pictet-Spengler and aza-Diels-Alder reactions as key steps. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.026

文献信息

• A convenient approach to the canthin-4-one ring system: Total synthesis of the alkaloids tuboflavine and norisotuboflavine
  作者：Andreas Puzik、Franz Bracher

  DOI：10.1002/jhet.126

  日期：2009.7

  through reaction of 1-acyl-β-carbolines with Bredereck's reagent or dimethylacetamide acetals in anhydrous DMF. The intermediate enaminoketones readily undergo cyclization to the canthin-4-ones. The alkaloids tuboflavine and norisotuboflavine were prepared following this methodology. J. Heterocyclic Chem., (2009).

  通过1-酰基-β-咔啉与布雷德克氏试剂或 无水DMF中的二甲基乙酰胺缩醛。中间体烯氨基酮容易环化为canthin-4-ones。按照这种方法制备了生物碱大黄素和正异黄酮。J.杂环化​​学，（2009）。
• Topical formulations and methods of use
  申请人：Morariu Marius

  公开号：US20060216251A1

  公开（公告）日：2006-09-28

  A topical composition comprising a lipoic acid, a carnitine, and a carnosine in a suitable vehicle for topical application and a method for treating skin is provided. The present compositions are useful in improving the appearance of aged skin characterized by wrinkles and loss of elasticity. Preferred components include R-lipoic acid or R-dihydrolipoic acid, acetyl-1-carnitine, and 1-carnosine.

  本发明提供了一种外用组合物，该组合物包含硫辛酸、肉毒碱和肉毒碱，并以适合外用的载体形式存在，还提供了一种治疗皮肤的方法。本组合物有助于改善以皱纹和失去弹性为特征的老化皮肤的外观。优选成分包括 R-硫辛酸或 R-二氢硫辛酸、乙酰基-1-肉碱和 1-肉碱。
• Bracher, Franz; Hildebrand, Dirk, Liebigs Annalen der Chemie, 1993, # 8, p. 837 - 840
  作者：Bracher, Franz、Hildebrand, Dirk

  DOI：——

  日期：——
• CARBOLINE DERIVATIVES
  申请人：Lilly Icos LLC

  公开号：EP1360186B1

  公开（公告）日：2006-11-22
• Methods of Treating Skin
  申请人：Morariu Marius

  公开号：US20100272790A1

  公开（公告）日：2010-10-28

  A topical composition comprising a lipoic acid, a carnitine, and a carnosine in a suitable vehicle for topical application and a method for treating skin is provided. The present compositions are useful in improving the appearance of aged skin characterized by wrinkles and loss of elasticity. Preferred components include R-lipoic acid or R-dihydrolipoic acid, acetyl-l-carnitine, and l-carnosine.

表征谱图