1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-ylacetic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-ylacetic acid
• 英文别名: (1-Ethyl-2,4-dioxo-1,4-dihydro-2h-quinazolin-3-yl)-acetic acid；2-(1-ethyl-2,4-dioxoquinazolin-3-yl)acetic acid
• 化学式: C₁₂H₁₂N₂O₄
• 分子量: 248.238
• InChiKey: MIVSXUSLZJNZHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-ylacetic acid 在 potassium carbonate 、 一水合肼 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 11.0h， 生成 1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-ylacetyl hydrazide
  参考文献：
  名称：

  Synthesis of quinazolindionyl amino acid derivatives as possible antitumour agents

  摘要：

  A series of 1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-yl amino acid and hydrazone derivatives were synthesized and tested for their antitumor activity. The alcohol and acid derivatives of quinazolindione were conjugated with the amino acid derivatives at N-3 site via ester or amide bonds by carbodiimide and azide methods. The carbodiimide-mediated amide and esterification steps were performed in the presence of HOBt or DMAP respectively otherwise the side-products N-acyl urea derivatives are formed, instead of the desired derivatives. Nine compounds exhibited encouraging antitumor activity against human liver carcinoma cell line (HepG2).[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p010.310
• 作为产物：
  描述：

  3-(2-羟基乙基)-2,4-(1h,3h)-喹唑啉二酮 在 potassium permanganate 、 sodium carbonate 、 potassium carbonate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 10.0h， 生成 1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-ylacetic acid
  参考文献：
  名称：

  Synthesis of quinazolindionyl amino acid derivatives as possible antitumour agents

  摘要：

  A series of 1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-yl amino acid and hydrazone derivatives were synthesized and tested for their antitumor activity. The alcohol and acid derivatives of quinazolindione were conjugated with the amino acid derivatives at N-3 site via ester or amide bonds by carbodiimide and azide methods. The carbodiimide-mediated amide and esterification steps were performed in the presence of HOBt or DMAP respectively otherwise the side-products N-acyl urea derivatives are formed, instead of the desired derivatives. Nine compounds exhibited encouraging antitumor activity against human liver carcinoma cell line (HepG2).[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p010.310

文献信息

• Synthesis of quinazolindionyl amino acid derivatives as possible antitumour agents
  作者：Ahmed Aboelmagd、Ezzeldin M. S. Salem、Ibrahim A. I. Ali、Mohamed S. Gomaa

  DOI：10.24820/ark.5550190.p010.310

  日期：——

  A series of 1-ethyl-2,4-dioxo-(1H,3H)-quinazolin-3-yl amino acid and hydrazone derivatives were synthesized and tested for their antitumor activity. The alcohol and acid derivatives of quinazolindione were conjugated with the amino acid derivatives at N-3 site via ester or amide bonds by carbodiimide and azide methods. The carbodiimide-mediated amide and esterification steps were performed in the presence of HOBt or DMAP respectively otherwise the side-products N-acyl urea derivatives are formed, instead of the desired derivatives. Nine compounds exhibited encouraging antitumor activity against human liver carcinoma cell line (HepG2).[GRAPHICS].