11-amino-5,6-dihydronaphtho<1',2':4,5>thieno<2,3-d>pyrimidine | 4994-90-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 11-amino-5,6-dihydronaphtho<1',2':4,5>thieno<2,3-d>pyrimidine
• 英文别名: 5,6-dihydro-naphtho[1',2':4,5]thieno[2,3-d]pyrimidin-11-ylamine；4-Amino-9,10-dihydro-naphtho<1,2-d>-pyrimido<4.5-b>thiophen；11-Amino-5,6-dihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidine；11-thia-13,15-diazatetracyclo[8.7.0.02,7.012,17]heptadeca-1(10),2,4,6,12,14,16-heptaen-16-amine
• CAS: 4994-90-5
• 化学式: C₁₄H₁₁N₃S
• 分子量: 253.327
• InChiKey: ZDSPMRXGMLUWHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  80
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  11-amino-5,6-dihydronaphtho<1',2':4,5>thieno<2,3-d>pyrimidine 在 硫酸 、 硝酸 作用下， 反应 1.75h， 生成
  参考文献：
  名称：

  Thienopyrimidine Ureas as Novel and Potent Multitargeted Receptor Tyrosine Kinase Inhibitors

  摘要：

  A series of novel thienopyrimidine-based receptor tyrosine kinase inhibitors has been discovered. Investigation of structure-activity relationships at the 5- and 6-positions of the thienopyrimidine nucleus led to a series of N,N '-diaryl ureas that potently inhibit all of the vascular endothelial growth factor (VEGF) and platelet-derived growth factor (PDGF) receptor tyrosine kinases. A kinase insert domain-containing receptor (KDR) homology model suggests that these compounds bind to the "inactive conformation" of the enzyme with the urea portion extending into the back hydrophobic pocket adjacent to the adenosine 5 '-triphosphate (ATP) binding site. A number of compounds have been identified as displaying excellent in vivo potency. In particular, compounds 28 and 76 possess favorable pharmacokinetic (PK) profiles and demonstrate potent antitumor efficacy against the HT1080 human fibrosarcoma xenograft tumor growth model (tumor growth inhibition (TGI) = 75% at 25 mg/kg-day, per os (po)).

  DOI：

  10.1021/jm050458h
• 作为产物：
  描述：

  11-amino-5,6-dihydronaphtho<1',2':4,5>thieno<2,3-d>pyrimidine-10-oxide 在 三氯化磷 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以78%的产率得到11-amino-5,6-dihydronaphtho<1',2':4,5>thieno<2,3-d>pyrimidine
  参考文献：
  名称：

  Some transformations of 1-(1,2,3,4-tetrahydronaphthylidene)-malononitrile or cyanoacetate

  摘要：

  DOI：

  10.1007/bf00809775

文献信息

• Taylor,E.C.; Berger,J.G., Angewandte Chemie, 1966, vol. 78, p. 144
  作者：Taylor,E.C.、Berger,J.G.

  DOI：——

  日期：——
• RAJCA, ANDRZEJ;TISLER, MIHA, MONATSH. CHEM., 121,(1990) N-9, C. 697-701
  作者：RAJCA, ANDRZEJ、TISLER, MIHA

  DOI：——

  日期：——