4-{2-[(3,4-dichlorophenyl)ureido]-6-nitroquinazoline-4-amino}benzoic acid | 1308319-69-8

• 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: 4-{2-[(3,4-dichlorophenyl)ureido]-6-nitroquinazoline-4-amino}benzoic acid
• 英文别名: 4-(2-(3-(3,4-dichlorophenyl)ureido)-6-nitroquinazolin-4-ylamino)benzoic acid；4-[[2-[(3,4-dichlorophenyl)carbamoylamino]-6-nitroquinazolin-4-yl]amino]benzoic acid
• CAS: 1308319-69-8
• 化学式: C₂₂H₁₄Cl₂N₆O₅
• 分子量: 513.296
• InChiKey: VLKDMPKIFYJBHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  162
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,4-二氯-6-硝基喹唑啉 在 氨 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 7.33h， 生成 4-{2-[(3,4-dichlorophenyl)ureido]-6-nitroquinazoline-4-amino}benzoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of novel quinazoline-derived human Pin1 inhibitors

  摘要：

  A series of novel 2,4-disubstituted quinazoline derivatives were prepared and their inhibitory activities on hPin1 were evaluated. Of all the synthesized compounds, eight compounds displayed inhibitory activities with IC(50) value at the level of 10(-6) mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The design and optimization of novel small molecule Pin1 inhibitors will be guided by the results of this report. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.058

文献信息

• PIN1 inhibitors for use in the prevention and/or treatment of theileriosis, and related applications
  申请人：Centre National de la Recherche Scientifique (CNRS)

  公开号：EP2845588A1

  公开（公告）日：2015-03-11

  The present invention relates to the field of lymphoproliferative Theileriosis, and more particularly to peptidyl-prolyl cis/trans isomerase 1 (PIN1) inhibitors for their use in the prevention and/or treatment of lymphoproliferative Theileriosis. The invention further encompasses screening, diagnostic and therapeutic methods, as well as to kits useful for carrying out said methods.

  本发明涉及淋巴细胞增生性肉芽肿病领域，尤其是肽基脯氨酰顺式/反式异构酶1（PIN1）抑制剂，用于预防和/或治疗淋巴细胞增生性肉芽肿病。本发明还包括筛选、诊断和治疗方法，以及用于实施上述方法的试剂盒。
• [EN] PIN1 INHIBITORS FOR USE IN THE PREVENTION AND/OR TREATMENT OF THEILERIOSIS, AND RELATED APPLICATIONS<br/>[FR] INHIBITEURS DE PIN1 UTILISÉS DANS LA PRÉVENTION ET/OU LE TRAITEMENT DE LA THEILÉRIOSE, ET APPLICATIONS S'Y RAPPORTANT
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2015032998A1

  公开（公告）日：2015-03-12

  The present invention relates to the field of lymphoproliferative Theileriosis, and more particularly to peptidyl-prolyl cis/trans isomerase 1 (PIN1) inhibitors for their use in the prevention and/or treatment of lymphoproliferative Theileriosis. The invention further encompasses screening, diagnostic and therapeutic methods, as well as to kits useful for carrying out said methods.
• Synthesis and biological evaluation of novel quinazoline-derived human Pin1 inhibitors
  作者：Lina Zhu、Jing Jin、Chang Liu、Chongjing Zhang、Yan Sun、Yanshen Guo、Decai Fu、Xiaoguang Chen、Bailing Xu

  DOI：10.1016/j.bmc.2011.03.058

  日期：2011.5

  A series of novel 2,4-disubstituted quinazoline derivatives were prepared and their inhibitory activities on hPin1 were evaluated. Of all the synthesized compounds, eight compounds displayed inhibitory activities with IC(50) value at the level of 10(-6) mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The design and optimization of novel small molecule Pin1 inhibitors will be guided by the results of this report. (C) 2011 Elsevier Ltd. All rights reserved.