1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methoxyphenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methoxyphenyl)prop-2-en-1-one
• 英文别名: (2E)-1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methoxyphenyl)prop-2-en-1-one；(E)-1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methoxyphenyl)prop-2-en-1-one
• 化学式: C₁₇H₁₅NO₄
• 分子量: 297.31
• InChiKey: GFHWGLZCBJSBAL-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2'-氨基-4',5'-亚甲二氧基苯乙酮 、 4-甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 以50%的产率得到1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Polarized molecular–electronic structures and supramolecular aggregation in 1-(6-amino-1,3-benzodioxol-5-yl)-3-arylprop-2-en-1-ones

  摘要：

  Molecules of 1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methylphenyl) prop-2-en-1-one, C17H15NO3, ( I), 1-(6-amino-1,3-benzodioxol- 5-yl)-3-(4-methoxyphenyl) prop-2-en-1-one, C17H15NO4, (II), and 1-(6-amino-1,3-benzodioxol-5-yl)-3-[4-( trifluoromethyl) phenyl] prop-2-en-1-one, C17H12F3NO3, (III), all contain an intramolecular N - H...O hydrogen bond and all exhibit polarized molecular - electronic structures. The molecules of ( I) are linked into simple sheets, generated by translation, by means of one N - H...O and one C-H ...(arene) hydrogen bond. Compound ( II) crystallizes as two concomitant polymorphs, viz. (IIa), with Z' = 1 in P2(1)/c, and (IIb), with Z' = 2 in P (1) over bar. In (IIa), intra- and intermolecular N - H...O hydrogen bonds generate a helical chain of rings, and these chains are linked into sheets by simple helical chains built from a C - H ...pi(arene) hydrogen bond, while in (IIb), the molecules are linked into simple chains by a C - H ... O hydrogen bond. In (III), where Z' = 2, each type of molecule forms a simple N - H ... O hydrogen-bonded chain generated by translation and the two types of chain are linked by a single pi-pi stacking interaction.

  DOI：

  10.1107/s0108270104020414

文献信息

• MATTER OF COMPOSITION, SYNTHESIS, FORMULATION AND APPLICATION OF FL118 PLATFORM POSITIONS 7 AND 9-DERIVED ANALOGUES FOR TREATMENT OF HUMAN DISEASE
  申请人：Canget BioTekpharma

  公开号：US20200231596A1

  公开（公告）日：2020-07-23

  Described herein, are the chemical synthesis, matter of compositions, formulation, function, methods and uses of the FL118 platform Positions 7 and/or 9-derived analogues for treating cancer or other human diseases. Compounds derived from chemical modifications of the FL118 platform are employed alone or in combination with other anti-cancer agents to preclude, eliminate or reverse cancer phenotypes. This invention intends to realize unique personalized cancer treatment (personalized precision medicine) through application of a series of structural relevant individual FL118 platform-derived analogues, which target multiple cellular human disease-relevant proteins and their signaling pathways.
• Polarized molecular–electronic structures and supramolecular aggregation in 1-(6-amino-1,3-benzodioxol-5-yl)-3-arylprop-2-en-1-ones
  作者：John N. Low、Justo Cobo、Manuel Nogueras、Paola Cuervo、Rodrigo Abonia、Christopher Glidewell

  DOI：10.1107/s0108270104020414

  日期：2004.10.15

  Molecules of 1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methylphenyl) prop-2-en-1-one, C17H15NO3, ( I), 1-(6-amino-1,3-benzodioxol- 5-yl)-3-(4-methoxyphenyl) prop-2-en-1-one, C17H15NO4, (II), and 1-(6-amino-1,3-benzodioxol-5-yl)-3-[4-( trifluoromethyl) phenyl] prop-2-en-1-one, C17H12F3NO3, (III), all contain an intramolecular N - H...O hydrogen bond and all exhibit polarized molecular - electronic structures. The molecules of ( I) are linked into simple sheets, generated by translation, by means of one N - H...O and one C-H ...(arene) hydrogen bond. Compound ( II) crystallizes as two concomitant polymorphs, viz. (IIa), with Z' = 1 in P2(1)/c, and (IIb), with Z' = 2 in P (1) over bar. In (IIa), intra- and intermolecular N - H...O hydrogen bonds generate a helical chain of rings, and these chains are linked into sheets by simple helical chains built from a C - H ...pi(arene) hydrogen bond, while in (IIb), the molecules are linked into simple chains by a C - H ... O hydrogen bond. In (III), where Z' = 2, each type of molecule forms a simple N - H ... O hydrogen-bonded chain generated by translation and the two types of chain are linked by a single pi-pi stacking interaction.