2-amino-5-chloro-N-[2-(diethylamino)ethyl] benzamide | 30646-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-5-chloro-N-[2-(diethylamino)ethyl] benzamide
• 英文别名: 2-amino-5-chloro-N-<2-(diethylamino)ethyl>benzamide；2-amino-5-chloro-N-[2-(diethylamino)ethyl]benzamide；3-Chlor-6-amino-N-(2-diaethylaminoaethyl)benzamid
• CAS: 30646-50-5
• 化学式: C₁₃H₂₀ClN₃O
• mdl: MFCD00060608
• 分子量: 269.774
• InChiKey: LGXARLZSVPLSBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  58.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-5-chloro-N-[2-(diethylamino)ethyl] benzamide 在 sodium hydroxide 、 sodium hydride 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 4.33h， 生成 6-chloro-1-cyclohexylmethyl-3-[2-(diethylamino)ethyl]-2,3-dihydro-4(1H)-quinazolinone
  参考文献：
  名称：

  Baldazzi, Claudia; Barbanti, Miriam; Basaglia, Roberta, Arzneimittel-Forschung/Drug Research, 1996, vol. 46, # 9, p. 911 - 918

  摘要：

  DOI：
• 作为产物：
  描述：

  5-氯靛红酸酐 、 N,N-二乙基乙二胺 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以91%的产率得到2-amino-5-chloro-N-[2-(diethylamino)ethyl] benzamide
  参考文献：
  名称：

  Baldazzi, Claudia; Barbanti, Miriam; Basaglia, Roberta, Arzneimittel-Forschung/Drug Research, 1996, vol. 46, # 9, p. 911 - 918

  摘要：

  DOI：

文献信息

• Heterocyclic compounds active in gastro-intestinal pathologies
  申请人：Alfa Wassermann S.p.A.

  公开号：US05446152A1

  公开（公告）日：1995-08-29

  This invention refers to heterocyclic compounds of general formula ##STR1## and their pharmacologically accepted salts. The derivatives described in this invention are active in the gastro-intestinal apparatus; in particular, they have prokinetic effects, in other words they create specific stimulation on gastro-intestinal motility, facilitating the passage of the contents of the alimentary tract, and possess anti-emetic qualities, without side effects involving the central nervous system.

  这项发明涉及一般公式为##STR1##的杂环化合物及其药理学上可接受的盐。本发明描述的衍生物在胃肠道器官中具有活性；特别是它们具有促动力效应，换句话说，它们对胃肠道的蠕动产生特定的刺激，促进食道道内容物的通过，并具有抗恶心的特性，没有涉及中枢神经系统的副作用。
• DE2730174
  申请人：——

  公开号：——

  公开（公告）日：——
• 2, 3-Dihydro-4(1H)-quinazolinones active in gastro-intestinal pathologies
  申请人：ALFA WASSERMANN S.p.A.

  公开号：EP0620218B1

  公开（公告）日：1997-10-01
• US5446152A
  申请人：——

  公开号：US5446152A

  公开（公告）日：1995-08-29
• Thioxo-dihydroquinazolin-one Compounds as Novel Inhibitors of Myeloperoxidase
  作者：Yang Li、Thota Ganesh、Becky A. Diebold、Yerun Zhu、James W. McCoy、Susan M. E. Smith、Aiming Sun、J. David Lambeth

  DOI：10.1021/acsmedchemlett.5b00287

  日期：2015.10.8

  Myeloperoxidase (MPO) is a key antimicrobial enzyme, playing a normal role in host defense, but also contributing to inflammatory conditions including neuroinflammatory diseases such as Parkinson's and Alzheimer's. We synthesized and characterized more than 50 quinazolin-4(1H)-one derivatives and showed that this class of compounds inhibits MPO with IC50 values as low as 100 nM. Representative compounds showed partially reversible inhibition that was competitive with respect to Amplex Red substrate and did not result in the accumulation of MPO Compound II. Members of this group show promise for therapeutic development for the treatment of diseases in which inflammation plays a pathogenic role.