2-amino-5-nitrophenyl(phenyl)methanol | 24799-18-6

• 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: 2-amino-5-nitrophenyl(phenyl)methanol
• 英文别名: 2-Amino-5-nitro-benzhydrol；2-amino-5-nitro-α-phenyl-benzenemethanol；(2-Amino-5-nitrophenyl)(phenyl)methanol；(2-amino-5-nitrophenyl)-phenylmethanol
• CAS: 24799-18-6
• 化学式: C₁₃H₁₂N₂O₃
• 分子量: 244.25
• InChiKey: FAPGAKBUPIMZPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  92.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-5-nitrophenyl(phenyl)methanol 在 氢氧化钾 、 三乙胺 作用下， 以 乙醇 、 苯 为溶剂， 反应 6.0h， 生成 6-nitro-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one
  参考文献：
  名称：

  New synthesis of diphenylmethanamines

  摘要：

  DOI：

  10.1134/s1070428006090314
• 作为产物：
  描述：

  2-氨基-5-硝基二苯甲酮 在 sodium tetrahydroborate 、 水 、 氯化铵 作用下， 以 异丙醇 为溶剂， 反应 0.5h， 以100%的产率得到2-amino-5-nitrophenyl(phenyl)methanol
  参考文献：
  名称：

  AROMATIC SULFONE COMPOUND AS ALDOSTERONE RECEPTOR MODULATOR

  摘要：

  本发明提供了以下式（I）所表示的化合物： [其中，A表示以下式（A-1）的基团： 等等，R1和R2分别独立表示氢原子等，Z表示CR3等，W表示CR4等，Q表示CR5等，R3、R4和R5分别独立表示氢原子等，Y表示氧原子或硫原子，X表示氧原子等，B表示可选择地取代的芳基或可选择地取代的杂环基]，其前药或其药学上可接受的盐，用于预防或治疗高血压、脑卒中、心力衰竭等各种疾病。

  公开号：

  EP1844768A1

文献信息

• Intramolecular cyclization of diarylmethanols and α,β-unsaturated amides promoted by KOt-Bu/DMF: a metal-free approach towards 3,4-disubstituted quinolinones
  作者：Jia-hua Chen、Zi-cong Chen、Hong Zhao、Yong Zou、Xue-jing Zhang、Ming Yan

  DOI：10.1039/c6ob02119k

  日期：——

  A facile synthesis of quinolinones through intramolecular addition of diarylmethanols to α,β-unsaturated amides promoted by KOt-Bu/DMF is reported. A series of 3,4-disubstituted quinolinones were obtained in moderate to good yields. A reaction pathway via the ketyl radical is proposed.

  据报道，通过将二芳基甲醇分子内加到由KO t -Bu / DMF促进的α，β-不饱和酰胺上，可以容易地合成喹啉酮。以中等至良好的产率获得了一系列的3，4-二取代的喹啉酮。提出了通过酮基的反应途径。
• Efficient Syntheses of Benzothiazepines as Antagonists for the Mitochondrial Sodium−Calcium Exchanger:  Potential Therapeutics for Type II Diabetes
  作者：Yazhong Pei、Michael J. Lilly、David J. Owen、Lawrence J. D'Souza、Xiao-Qing Tang、Jinghua Yu、Ramina Nazarbaghi、Andrew Hunter、Christen M. Anderson、Susan Glasco、Nicholas J. Ede、Ian W. James、Uday Maitra、S. Chandrasekaran、Walter H. Moos、Soumitra S. Ghosh

  DOI：10.1021/jo020446t

  日期：2003.1.1

  Type II diabetes mellitus is a chronic metabolic disorder that can lead to serious cardiovascular, renal, neurologic, and retinal complications. While several drugs are currently prescribed to treat type II diabetes, their efficacy is limited by mechanism-related side effects (weight gain, hypoglycemia, gastrointestinal distress), inadequate efficacy for use as monotherapy, and the development of tolerance to the agents. Consequently, combination therapies are frequently employed to effectively regulate blood glucose levels. We have focused on the mitochondrial sodium-calcium exchanger (mNCE) as a novel target for diabetes drug discovery. We have proposed that inhibition of the mNCE can be used to regulate calcium flux across the mitochondrial membrane, thereby enhancing mitochondrial oxidative metabolism, which in turn enhances glucose-stimulated insulin secretion (GSIS) in the pancreatic beta-cell. In this paper, we report the facile synthesis of benzothiazepines and derivatives by S-alkylation using 2-aminobenzhydrols. The syntheses of other bicyclic analogues based on benzothiazepine, benzothiazecine, benzodiazecine, and benzodiazepine templates are also described. These compounds have been evaluated for their inhibition of mNCE activity, and the results from the structure-activity relationship (SAR) studies are discussed.