3-amino-2-(3-methoxyphenyl)-4H-1-benzopyran-4-one | 92855-99-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3-amino-2-(3-methoxyphenyl)-4H-1-benzopyran-4-one
• 英文别名: 3-Amino-3'-methoxy-flavon；3-amino-2-(3-methoxy-phenyl)-chromen-4-one；3-Amino-2-(3-methoxyphenyl)chromen-4-one
• CAS: 92855-99-7
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: XWWAHJDAIKXLSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(3-Methoxy-phenyl)-3-nitro-chromen-4-one 在 palladium on activated charcoal 氢气 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以99%的产率得到3-amino-2-(3-methoxyphenyl)-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of a series of 3-aminoflavones

  摘要：

  To further understand the molecular requirements for the antiproliferative activity of flavonoids, a series of 3-aminoflavones and some of their derivatives were prepared and evaluated using L1210 murine leukemia. Our novel five-step synthetic approach required easily available substituted aromatic aldehydes as starting materials and proved more convenient and more general than previously reported methods. Our results in the 3-aminoflavones series indicated that the 4'-methoxy group is important for cytotoxic activity. Moreover, for the flavone-8-acetic analogs, a marked increase in potency was observed with the addition of a 3-amino or a 3-nitro group, Methoxy groups on the 6 and 7 positions of flavonoids (as in cirsiliol) also appear to be important for antiproliferative activity. These results are essential for the further understanding of the critical molecular requirements that lead to antiproliferative properties in the flavonoid series.

  DOI：

  10.1016/s0223-5234(97)84363-2

文献信息

• EP1173880A4
  申请人：——

  公开号：EP1173880A4

  公开（公告）日：2005-02-16
• HUMAN POLYPEPTIDE RECEPTORS FOR LYSOPHOSPHOLIPIDS AND SPHINGOLIPIDS AND NUCLEIC ACIDS ENCODING THE SAME
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：EP1173880A1

  公开（公告）日：2002-01-23
• UREA COMPOUNDS AND COMPOSITIONS AS SMARCA2/BRM ATPASE INHIBITORS
  申请人：Novartis AG

  公开号：EP3837256A1

  公开（公告）日：2021-06-23
• DOSING REGIMEN AND PHARMACEUTICAL COMBINATION COMPRISING 3-(1-OXOISOINDOLIN-2-YL)PIPERIDINE-2,6-DIONE DERIVATIVES
  申请人：Novartis AG

  公开号：EP3897637A1

  公开（公告）日：2021-10-27
• [EN] HUMAN POLYPEPTIDE RECEPTORS FOR LYSOPHOSPHOLIPIDS AND SPHINGOLIPIDS AND NUCLEIC ACIDS ENCODING THE SAME<br/>[FR] RECEPTEURS DE POLYPEPTIDES HUMAINS POUR LYSOPHOSPHOLIPIDES ET SPHINGOLIPIDES ET ACIDES NUCLEIQUES LES CODANT
  申请人：UNIV CALIFORNIA

  公开号：WO2000056135A2

  公开（公告）日：2000-09-28