4-(4-acetamidophenyl)-2-[(aminomethylidene)amino]-3-cyanofuran | 501696-54-4

• 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: 4-(4-acetamidophenyl)-2-[(aminomethylidene)amino]-3-cyanofuran
• 英文别名: N-[4-[5-[(E)-aminomethylideneamino]-4-cyanofuran-3-yl]phenyl]acetamide
• CAS: 501696-54-4
• 化学式: C₁₄H₁₂N₄O₂
• 分子量: 268.275
• InChiKey: TWECGYXYVRJHMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-acetamidophenyl)-2-[(aminomethylidene)amino]-3-cyanofuran 在 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 4.0h， 以6.01 g的产率得到4-(4-acetamidophenyl)-4-amino-furo[2,3-d]pyrimidine
  参考文献：
  名称：

  Rational design of 4-amino-5,6-diaryl-furo[2,3-d]pyrimidines as potent glycogen synthase kinase-3 inhibitors

  摘要：

  4-Amino-5,6-diaryl-furo[2,3-d] pyrimidines have been identified as inhibitors of glycogen synthase kinase-3b (GSK-3 beta). One representative derivative, 4-amino-5-(4-(benzenesulfonylamino)-phenyl)-6-(3-pyridyl)-furo[2,3-d] pyrimidine (12) exhibited potent GSK-3b inhibitory activity in low nanomolar level of IC50. The binding mode was proposed from a docking study. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.113
• 作为产物：
  描述：

  4-(4-acetamidophenyl)-3-cyano-2-[(ethoxymethylidene)amino]furan 在 氨 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.0h， 以6.16 g的产率得到4-(4-acetamidophenyl)-2-[(aminomethylidene)amino]-3-cyanofuran
  参考文献：
  名称：

  Rational design of 4-amino-5,6-diaryl-furo[2,3-d]pyrimidines as potent glycogen synthase kinase-3 inhibitors

  摘要：

  4-Amino-5,6-diaryl-furo[2,3-d] pyrimidines have been identified as inhibitors of glycogen synthase kinase-3b (GSK-3 beta). One representative derivative, 4-amino-5-(4-(benzenesulfonylamino)-phenyl)-6-(3-pyridyl)-furo[2,3-d] pyrimidine (12) exhibited potent GSK-3b inhibitory activity in low nanomolar level of IC50. The binding mode was proposed from a docking study. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.113

文献信息

• Chemical compounds
  申请人：Adams Leroy Jerry

  公开号：US20050004142A1

  公开（公告）日：2005-01-06

  Furo- and thienopyrimidine derivatives, which are useful as TIE-2 and/or VEGFR-2 inhibitors are described herein. The described invention also includes methods of making such furo- and thienopyrimidine derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.

  本文描述了作为TIE-2和/或VEGFR-2抑制剂有用的呋喃和噻吩嘧啶衍生物。所述发明还包括制备这种呋喃和噻吩嘧啶衍生物的方法，以及使用它们治疗增殖过度性疾病的方法。
• 4-AMINO-2,3-DISUBSTITUTED THIENO [2,3,D]PYRIMIDINES AND PHARMACEUTICAL COMPOSITIONS THEREOF
  申请人：Adams Jerry Leroy

  公开号：US20080287466A1

  公开（公告）日：2008-11-20

  Furo- and thienopyrimidine derivatives, which are useful as TIE-2 and/or VEGFR-2 inhibitors are described herein. The described invention also includes methods of making such furo- and thienopyrimidine derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.

  本文描述了作为TIE-2和/或VEGFR-2抑制剂有用的呋喃和噻唑嘧啶衍生物。所述发明还包括制备这种呋喃和噻唑嘧啶衍生物的方法以及使用它们治疗增生性疾病的方法。
• FURO- AND THIENOPYRIMIDINE DERIVATIVES AS ANGIOGENESIS INHIBITORS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP1425284A2

  公开（公告）日：2004-06-09
• US7427623B2
  申请人：——

  公开号：US7427623B2

  公开（公告）日：2008-09-23
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：GLAXOSMITHKLINE K K

  公开号：WO2003022852A2

  公开（公告）日：2003-03-20

  Furo- and thienopyrimidine derivatives, of Formula (I), wherein X is O or S; which are useful as TIE-2 and/or VEGFR-2 inhibitors are described herein. The described invention also includes methods of making such furo- and thienopyrimidine derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.