(1H-Benzoimidazol-2-yl)-o-tolyl-methanone | 76098-88-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1H-Benzoimidazol-2-yl)-o-tolyl-methanone
• 英文别名: (1H-Benzimidazol-2-yl)(2-methylphenyl)methanone；1H-benzimidazol-2-yl-(2-methylphenyl)methanone
• CAS: 76098-88-9
• 化学式: C₁₅H₁₂N₂O
• 分子量: 236.273
• InChiKey: MZESICSAMADIJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-吲哚酮 、 (1H-Benzoimidazol-2-yl)-o-tolyl-methanone 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  The design, synthesis, and biological evaluation of potent receptor tyrosine kinase inhibitors

  摘要：

  Variously substituted indolin-2-ones were synthesized and evaluated for activity against KDR, Flt-1, FGFR-1 and PDGFR. Extension at the 5-position of the oxindole ring with ethyl piperidine (compound 7i) proved to be the most beneficial for attaining both biochemical and cellular potencies. Further optimization of 7i to balance biochemical and cellular potencies with favorable ADME/ PK properties led to the identification of 8h, a compound with a clean CYP profile, acceptable pharmacokinetic and toxicity profiles, and robust efficacy in multiple xenograft tumor models. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.029
• 作为产物：
  描述：

  1H-benzimidazol-2-yl-(2-methylphenyl)methanol;hydrochloride 生成 (1H-Benzoimidazol-2-yl)-o-tolyl-methanone
  参考文献：
  名称：

  BROUGHTON, B. J.;HEAZELL, M. A.;SAUNDERS, L. C.;WARNE, P. J.

  摘要：

  DOI：

文献信息

• Dostert; Langlois; Guerret, European Journal of Medicinal Chemistry, 1980, vol. 15, # 3, p. 199 - 205
  作者：Dostert、Langlois、Guerret、et al.

  DOI：——

  日期：——
• BROUGHTON, B. J.;HEAZELL, M. A.;SAUNDERS, L. C.;WARNE, P. J.
  作者：BROUGHTON, B. J.、HEAZELL, M. A.、SAUNDERS, L. C.、WARNE, P. J.

  DOI：——

  日期：——
• The design, synthesis, and biological evaluation of potent receptor tyrosine kinase inhibitors
  作者：Moon H. Kim、Amy Lew Tsuhako、Erick W. Co、Dana T. Aftab、Frauke Bentzien、Jason Chen、Wei Cheng、Stefan Engst、Levina Goon、Rhett R. Klein、Donna T. Le、Morrison Mac、Jason J. Parks、Fawn Qian、Monica Rodriquez、Thomas J. Stout、Jeffrey H. Till、Kwang-Ai Won、Xiang Wu、F. Michael Yakes、Peiwen Yu、Wentao Zhang、Yeping Zhao、Peter Lamb、John M. Nuss、Wei Xu

  DOI：10.1016/j.bmcl.2012.06.029

  日期：2012.8

  Variously substituted indolin-2-ones were synthesized and evaluated for activity against KDR, Flt-1, FGFR-1 and PDGFR. Extension at the 5-position of the oxindole ring with ethyl piperidine (compound 7i) proved to be the most beneficial for attaining both biochemical and cellular potencies. Further optimization of 7i to balance biochemical and cellular potencies with favorable ADME/ PK properties led to the identification of 8h, a compound with a clean CYP profile, acceptable pharmacokinetic and toxicity profiles, and robust efficacy in multiple xenograft tumor models. (c) 2012 Elsevier Ltd. All rights reserved.