1-(4-methyl-2-pyrrolidin-1-ylpyrimidin-5-yl)ethanone | 66373-32-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(4-methyl-2-pyrrolidin-1-ylpyrimidin-5-yl)ethanone
• 英文别名: 5-Acetyl-4-methyl-2-(N-pyrrolidinyl)-pyrimidin
• CAS: 66373-32-8
• 化学式: C₁₁H₁₅N₃O
• mdl: MFCD08131971
• 分子量: 205.26
• InChiKey: MUABHHFBBZHHCW-UHFFFAOYSA-N

物化性质

• 熔点：
  92-93 °C
• 沸点：
  374.7±34.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  46.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-(4-methyl-2-pyrrolidin-1-ylpyrimidin-5-yl)ethanone 、 肼甲酰亚胺酰胺一氯化氢 以50%的产率得到
  参考文献：
  名称：

  ARYA V. P.; DAVID J.; GREWAL R. S.; MARATHE S. B.; PATIL S. D., INDIAN J. CHEM., 1977, B15, NO 12, 1129-1132

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(4-甲基-2-甲基硫代-5-嘧啶基)乙酮 、 四氢吡咯 以60%的产率得到
  参考文献：
  名称：

  ARYA V. P.; DAVID J.; GREWAL R. S.; MARATHE S. B.; PATIL S. D., INDIAN J. CHEM., 1977, B15, NO 12, 1129-1132

  摘要：

  DOI：

文献信息

• Bicyclic-substituted amines having cyclic-substituted monocyclic substituents
  申请人：Altenbach J. Robert

  公开号：US20050272728A1

  公开（公告）日：2005-12-08

  Compounds of formula (I) wherein R 1 or R 2 is an aromatic or non-aromatic ring directly joined or joined by a linker, as represented by L 2 and L 3 , to a heteroaromatic core, and X, X′, Y, Y′, Z, Z′, R 1 , R 2 , R 3 , R 3a , R 3b , R 4 , R 5 , L, L 2 , and L 3 are as defined herein, are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands, methods for using such compounds and compositions, and a process for preparing compounds within the scope of formula (I).

  式（I）的化合物，其中R1或R2是直接连接或通过连接物连接的芳香或非芳香环，如由L2和L3表示，连接到杂环核心，以及X、X'、Y、Y'、Z、Z'、R1、R2、R3、R3a、R3b、R4、R5、L、L2和L3如本文所定义，可用于治疗由组胺-3受体配体预防或改善的病症或疾病。还公开了包含组胺-3受体配体的药物组合物，使用这类化合物和组合物的方法，以及制备符合式（I）范围内化合物的方法。
• Synthesis, Potency, and In Vivo Profiles of Quinoline Containing Histamine H₃ Receptor Inverse Agonists
  作者：Robert J. Altenbach、Huaqing Liu、Patricia N. Banfor、Kaitlin E. Browman、Gerard B. Fox、Ryan M. Fryer、Victoria A. Komater、Kathleen M. Krueger、Kennan Marsh、Thomas R. Miller、Jia Bao Pan、Liping Pan、Minghua Sun、Christine Thiffault、Jill Wetter、Chen Zhao、Deliang Zhou、Timothy A. Esbenshade、Arthur A. Hancock、Marlon D. Cowart

  DOI：10.1021/jm0705051

  日期：2007.11.1

  A new structural series of histamine H3 receptor antagonist was developed. The new compounds are based on a quinoline core, appended with a required basic aminoethyl moiety, and with potency- and property-modulating heterocyclic substituents. The analogs have nanomolar and subnanomolar potency for the rat and human H3R in various in vitro assays, including radioligand competition binding as well as

  开发了组胺H3受体拮抗剂的新结构系列。新化合物基于喹啉核心，并附加了所需的碱性氨乙基部分以及具有调节效能和特性的杂环取代基。类似物在各种体外测定中对大鼠和人H3R具有纳摩尔和亚纳摩尔效价，包括放射性配体竞争结合以及H3受体介导的钙动员和GTPgammaS结合的功能测试。这些化合物具有良好的类药物特性，例如良好的PK，CNS渗透性和跨物种的适度蛋白质结合。发现几种化合物在认知和注意力的动物行为模型中是有效的。
• [EN] BICYCLIC-SUBSTITUTED AMINES HAVING CYCLIC-SUBSTITUTED MONOCYCLIC SUBSTITUENTS<br/>[FR] AMINES À SUBSTITUTION BICYCLIQUE AYANT DES SUBSTITUANTS MONOCYCLIQUES À SUBSTITUTION CYCLIQUE
  申请人：ABBOTT LAB

  公开号：WO2005113551A1

  公开（公告）日：2005-12-01

  Compounds of formula (I) wherein R1 or R2 is an aromatic or non-aromatic ring directly joined or joined by a linker, as represented by L2 and L3, to a heteroaromatic core, and X, X', Y, Y', Z, Z', R1, R2, R3, R3a, R3b, R4, R5, L, L2, and L3 are as defined herein, are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands, methods for using such compounds and compositions, and a process for preparing compounds within the scope of formula (I).

  公式（I）的化合物中，其中R1或R2是芳香或非芳香环，直接连接或通过连接剂L2和L3连接到杂环芳香核心，而X，X'，Y，Y'，Z，Z'，R1，R2，R3，R3a，R3b，R4，R5，L，L2和L3如本文所定义，可用于治疗由组胺-3受体配体预防或改善的疾病或症状。还公开了包含组胺-3受体配体的制药组合物，使用这些化合物和组合物的方法，以及制备公式（I）范围内的化合物的方法。
• In vitro studies on a class of quinoline containing histamine H3 antagonists
  作者：Huaqing Liu、Robert J. Altenbach、Gilbert J. Diaz、Arlene M. Manelli、Ruth L. Martin、Thomas R. Miller、Timothy A. Esbenshade、Jorge D. Brioni、Marlon D. Cowart

  DOI：10.1016/j.bmcl.2010.04.045

  日期：2010.6

  A series of quinoline containing histamine H-3 antagonists is reported herein. These analogs were synthesized via the Friedlander quinoline synthesis between an aminoaldehyde intermediate and a methyl ketone allowing for a wide diversity of substituents at the 2-position of the quinoline ring. (C) 2010 Elsevier Ltd. All rights reserved.
• BICYCLIC-SUBSTITUTED AMINES HAVING CYCLIC-SUBSTITUTED MONOCYCLIC SUBSTITUENTS
  申请人：Abbott Laboratories

  公开号：EP1751149B1

  公开（公告）日：2012-06-06