4-(p-methoxyphenyl)amino-pyrrolo<1,2-a>quinoxaline | 128103-14-0

• 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: 4-(p-methoxyphenyl)amino-pyrrolo<1,2-a>quinoxaline
• 英文别名: N-(4-methoxyphenyl)pyrrolo[1,2-a]quinoxalin-4-amine
• CAS: 128103-14-0
• 化学式: C₁₈H₁₅N₃O
• 分子量: 289.337
• InChiKey: KEGOKDGGTWJOOR-UHFFFAOYSA-N

物化性质

• 沸点：
  449.4±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  38.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基苯基叠氮化物 以 乙醚 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 49.75h， 生成 4-(p-methoxyphenyl)amino-pyrrolo<1,2-a>quinoxaline
  参考文献：
  名称：

  通过亚氨基正膦制备吡咯和吲哚衍生物的新方法：吡咯并[1,2-a]喹喔啉，吲哚[3,2-c]喹啉和吲哚[1,2-c]喹唑啉的合成

  摘要：

  亚氨基正膦N- [邻-（三苯基正膦亚基）氨基]-苯基吡咯与杂枯烯的氮杂-维蒂希反应导致官能化的吡咯并[1，2-a]喹喔啉。衍生自2-（邻氨基）苯基吲哚的氨基磷烷在温和的条件下与异氰酸酯反应生成异氰酸酯，然后将其转化为5-氨基-11H-吲哚并[3,2-c]喹啉。亚氨基磷烷19还与二氧化碳和二硫化碳反应以产生吲哚[3，2-c]喹啉。亚氨基磷烷。从2-FO-叠氮基） -苯基-3-苯基吲哚衍生的，与异氰酸酯，二氧化碳和二硫化碳反应形成吲哚并[1,2-C] -quinazolines和分别。

  DOI：

  10.1016/s0040-4020(01)81384-3

文献信息

• Quinoxaline chemistry. Part 16. 4-Substituted anilino and 4-substituted phenoxymethyl pyrrolo[1,2-a]quinoxalines and N-[4-(pyrrolo[1,2-a]quinoxalin-4-yl)amino and hydroxymethyl]benzoyl glutamates. Synthesis and evaluation of in vitro biological activity
  作者：Sergio Alleca、Paola Corona、Mario Loriga、Giuseppe Paglietti、Roberta Loddo、Valeria Mascia、Bernardetta Busonera、Paolo La Colla

  DOI：10.1016/s0014-827x(03)00101-0

  日期：2003.9

  Twenty eight pyrrolo[1,2-a]quinoxalines bearing at position 4 various substituents related to the moieties present in classical and non classical antifolic agents were prepared and evaluated in vitro for antiproliferative activity. In an in vitro screening performed at NCI, several compounds emerged as potent antiproliferative agents at concentrations ranging between 10 and 100 microM. Interestingly, some of these compounds proved active also against bovine and murine DHFR (Farmaco 53 (1998) 480). More recently, a compound of classical antifolate type has been reported to be a potent inhibitor of hDHFR in vitro (Farmaco 58 (2003) 51). We then synthesized new derivatives that, in our hands, were endowed with in vitro antiproliferative activities as low as 3.4 microM against a panel of cell lines derived from hematological and solid tumours. In addition, a complete screening of cytotoxicity, antiretroviral HIV-1 and antimicrobial activity has been carried out.