2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-ylideneamine | 745837-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-ylideneamine
• 英文别名: 2,3-Dihydropyrrolo(2,1-b)quinazolin-9(1H)-imine；2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-imine
• CAS: 745837-16-5
• 化学式: C₁₁H₁₁N₃
• 分子量: 185.228
• InChiKey: AOSPPBURKIEYRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  39.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-ylideneamine 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[1-(2-Bromo-phenyl)-meth-(E)-ylidene]-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-(9Z)-ylidene-cyanamide
  参考文献：
  名称：

  Pyrrolidinohydroquinazolines––a novel class of CCR3 modulators

  摘要：

  A novel class of CCR3 modulators is described. Starting with lead compound 4a (K-i: 110 nM), which turned out to be all antagonist of eotaxin at the CCR3 receptor, further optimization led to compound 8b (K-i: 28 nM), which surprisingly proved to be an agonist. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.039
• 作为产物：
  描述：

  2-甲氧基-1-吡咯烷 、 2-氨基苯甲腈 反应 48.0h， 生成 2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-ylideneamine
  参考文献：
  名称：

  [EN] PYRROLIDINOHYDROCHINAZOLINES
  [FR] PYRROLIDINOHYDROCHINAZOLINES

  摘要：

  本发明涉及式（I）的新化合物或其立体异构体或药学上可接受的盐，其中Ar1、Ar2、A、R1、R2、R3、E1、E2、X和n的定义如说明书和权利要求中所述，它们是有效的趋化因子活性调节剂。

  公开号：

  WO2004072074A1

文献信息

• [EN] PYRROLIDINOHYDROCHINAZOLINES<br/>[FR] PYRROLIDINOHYDROCHINAZOLINES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2004072074A1

  公开（公告）日：2004-08-26

  The invention relates to the novel compounds of formula (I) or stereoisomers or pharmaceutically acceptable salts thereof, wherein the groups Ar1, Ar2, A, R1, R2, R3, E1, E2, X and n are as defined in the description and claims, which are effective modulators of chemokine activity.

  本发明涉及式（I）的新化合物或其立体异构体或药学上可接受的盐，其中Ar1、Ar2、A、R1、R2、R3、E1、E2、X和n的定义如说明书和权利要求中所述，它们是有效的趋化因子活性调节剂。
• Homobivalent Quinazolinimines as Novel Nanomolar Inhibitors of Cholinesterases with Dirigible Selectivity toward Butyrylcholinesterase
  作者：Michael Decker

  DOI：10.1021/jm060682m

  日期：2006.9.1

  Homobivalent dimers of quinazolinimines, which bridge the imine nitrogen atoms via a hepta-and an octamethylene spacer, with different ring sizes of the alicycles were synthesized from the corresponding quinazolinethiones. The resulting compounds show > 100-fold increase of inhibitory activities compared to related monomeric compounds yielding low-nanomolar inhibitors. For heptamethylene dimers, mixed inhibition profiles were obtained, whereas for the octamethylene compounds selectivity toward butyrylcholinesterase (> 180) can be achieved with an eight-membered alicycle.
• PYRROLIDINOHYDROCHINAZOLINES
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP1594873A1

  公开（公告）日：2005-11-16
• US7214703B2
  申请人：——

  公开号：US7214703B2

  公开（公告）日：2007-05-08
• Pyrrolidinohydroquinazolines––a novel class of CCR3 modulators
  作者：Ralf Anderskewitz、Rolf Bauer、Gisela Bodenbach、Dirk Gester、Bernd Gramlich、Gerd Morschhäuser、Franz W. Birke

  DOI：10.1016/j.bmcl.2004.11.039

  日期：2005.2

  A novel class of CCR3 modulators is described. Starting with lead compound 4a (K-i: 110 nM), which turned out to be all antagonist of eotaxin at the CCR3 receptor, further optimization led to compound 8b (K-i: 28 nM), which surprisingly proved to be an agonist. (C) 2004 Elsevier Ltd. All rights reserved.