phenyl (2-morpholinophenyl)carbamate | 1173462-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: phenyl (2-morpholinophenyl)carbamate
• 英文别名: phenyl (2-morpholin-4-ylphenyl)carbamate；phenyl N-(2-morpholin-4-ylphenyl)carbamate
• CAS: 1173462-16-2
• 化学式: C₁₇H₁₈N₂O₃
• 分子量: 298.342
• InChiKey: LTXJBCDZVSCHCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  phenyl (2-morpholinophenyl)carbamate 在 吡啶 、 盐酸 作用下， 以 乙醚 为溶剂， 生成 4-(1-((2-morpholinophenyl)carbamoyl)pyrrolidin-2-yl)pyridine-1-ium chloride
  参考文献：
  名称：

  Discovery of Novel Small-Molecule FAK Activators Promoting Mucosal Healing

  摘要：

  DOI：

  10.1021/acsmedchemlett.0c00311
• 作为产物：
  描述：

  4-(2-硝基苯基)吗啉 在 吡啶 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 8.0h， 生成 phenyl (2-morpholinophenyl)carbamate
  参考文献：
  名称：

  Discovery of Potent, Selective Stem Cell Factor Receptor/Platelet Derived Growth Factor Receptor Alpha (c-KIT/PDGFRα) Dual Inhibitor for the Treatment of Imatinib-Resistant Gastrointestinal Stromal Tumors (GISTs)

  摘要：

  Stem cell factor receptor (c-KIT) and platelet derived growth factor receptor alpha (PDGFR alpha) kinasts play an important role in gastrointestinal stromal tumors (GISTs). Here, we have discovered an c-KIT/PDGFR alpha dual inhibitor, compound 31, with single-digit nanomolar potency against c-KIT and PDGFRa. Compared to Imatinib (1), 31 showed better antiproliferative efficacy against various TEL-c-KIT/PD GFR alpha-BaF3 isogenic cells, including three 1-resistant BaF3 cell lines, as well as against GIST-T1 and GIST-882 cell lines. Furthermore, compound 31 showed a good KinomeScan selectivity (468 kinases) (S score (1) = 0.01 at 1 mu M concentration), good metabolic stability in liver microsomes, and no hERG inhibitory activity. It was worth noting that 31 inhibited GIST-T1 tumor growth (TGI = 81.5%) and even the BaF3-TEL-cKIT-T6701 tumor progression (TGI = 41.9%, 1-resistant GISTs) at a dosage of 100 mg/kg/day without exhibiting apparent toxicity.

  DOI：

  10.1021/acs.jmedchem.7b00468