N-(3-hydroxyphenyl)-N'-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]urea | 935660-81-4

• 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: N-(3-hydroxyphenyl)-N'-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]urea
• 英文别名: 1-(3-Hydroxyphenyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea；1-(3-hydroxyphenyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea
• CAS: 935660-81-4
• 化学式: C₁₉H₂₃BN₂O₄
• 分子量: 354.214
• InChiKey: LUPYPWSIAXLZOF-UHFFFAOYSA-N

物化性质

• 沸点：
  441.7±30.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  79.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3-hydroxyphenyl)-N'-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]urea 、 (S)-ethyl 2-chloro-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate 以HPLC (low pH) to afford a brown solid, 22 mg (8% over 2 steps)的产率得到(S)-ethyl 2-(4-(3-(3-hydroxyphenyl)ureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate
  参考文献：
  名称：

  PYRIMIDINE DERIVATIVES AS MTOR INHIBITORS

  摘要：

  本发明涉及式(I)的化合物，其中X、R1、R2、T、m、n、o的含义如说明书和权利要求所述。所述化合物可用作mTOR的抑制剂，用于治疗或预防与mTOR相关的疾病和障碍。本发明还涉及包括所述化合物的制药组合物，以及作为药物的使用和制备这种化合物。

  公开号：

  US20140296234A1
• 作为产物：
  描述：

  3-Hydroxyphenylisocyanat 、 4-氨基苯硼酸频哪醇酯 以 二氯甲烷 为溶剂， 生成 N-(3-hydroxyphenyl)-N'-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]urea
  参考文献：
  名称：

  Discovery of N-(4-(3-Amino-1H-indazol-4-yl)phenyl)-N‘-(2-fluoro-5-methylphenyl)urea (ABT-869), a 3-Aminoindazole-Based Orally Active Multitargeted Receptor Tyrosine Kinase Inhibitor

  摘要：

  In our continued efforts to search for potent and novel receptor tyrosine kinase (RTK) inhibitors as potential anticancer agents, we discovered, through a structure-based design, that 3-aminoindazole could serve as an efficient hinge-binding template for kinase inhibitors. By incorporating an N,N'-diaryl urea moiety at the C4-position of 3-aminodazole, a series of RTK inhibitors were generated, which potently inhibited the tyrosine kinase activity of the vascular endothelial growth factor receptor and the platelet-derived growth factor receptor families. A number of compounds with potent oral activity were identified by utilizing an estradiol-induced mouse uterine edema model and an HT1080 human fibrosarcoma xenograft tumor model. In particular, compound 17p (ABT-869) was found to possess favorable pharmacokinetic profiles across different species and display significant tumor growth inhibition in multiple preclinical animal models.

  DOI：

  10.1021/jm061280h

文献信息

• PYRIMIDINE DERIVATIVES AS mTOR INHIBITORS
  申请人：Lynch Rosemary

  公开号：US20120065202A1

  公开（公告）日：2012-03-15

  The invention relates to compounds of formula (I) wherein X, R 1 , R 2 , T, m, n, o have the meaning as cited in the description and the claims. Said compounds are useful as inhibitors of mTOR for the treatment or prophylaxis of mTOR related diseases and disorders. The invention also relates to pharmaceutical compositions including said compounds, the preparation of such compounds as well as the use as medicaments.

  本发明涉及式(I)的化合物，其中X，R1，R2，T，m，n，o的含义如所述和权利要求所述。所述化合物可用作mTOR的抑制剂，用于治疗或预防mTOR相关疾病和疾病。本发明还涉及包括所述化合物的制药组合物，以及作为药物的使用和制备这些化合物。
• Pyrimidine derivatives as mTOR inhibitors
  申请人：Lynch Rosemary

  公开号：US08785457B2

  公开（公告）日：2014-07-22

  The invention relates to compounds of formula (I) wherein X, R1, R2, T, m, n, o have the meaning as cited in the description and the claims. The compounds of formula (I) are useful as inhibitors of mTOR for the treatment or prophylaxis of mTOR related diseases and disorders. The invention also relates to pharmaceutical compositions including said compounds, the preparation of such compounds as well as the use as medicaments.

  本发明涉及式(I)化合物，其中X、R1、R2、T、m、n、o的含义如所述描述和权利要求所述。式(I)化合物可用作mTOR的抑制剂，用于治疗或预防mTOR相关疾病和疾病。本发明还涉及包括所述化合物的制药组合物，以及作为药物的使用和制备。