4-[2-(4-chlorophenyl)ethylamino]-6-nitro-7-(piperazin-1-yl)quinazoline | 333399-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[2-(4-chlorophenyl)ethylamino]-6-nitro-7-(piperazin-1-yl)quinazoline
• 英文别名: N-[2-(4-chlorophenyl)ethyl]-6-nitro-7-piperazin-1-ylquinazolin-4-amine
• CAS: 333399-44-3
• 化学式: C₂₀H₂₁ClN₆O₂
• 分子量: 412.879
• InChiKey: AZIYFYFVCLBQGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  98.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-[2-(4-chlorophenyl)ethylamino]-6-nitro-7-(piperazin-1-yl)quinazoline 在 甲酸 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 水 为溶剂， 以92%的产率得到4-[2-(4-chlorophenyl)ethylamino]-7-(4-formylpiperazin-1-yl)-6-nitroquinazoline
  参考文献：
  名称：

  EP1229025

  摘要：

  公开号：
• 作为产物：
  描述：

  7-氯-4(3H)-喹唑啉酮 在 硫酸 、 硝酸 、 三乙胺 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 异丙醇 、 正丁醇 为溶剂， 生成 4-[2-(4-chlorophenyl)ethylamino]-6-nitro-7-(piperazin-1-yl)quinazoline
  参考文献：
  名称：

  Structure–activity relationships of quinazoline derivatives: dual-acting compounds with inhibitory activities toward both TNF-α production and T Cell proliferation

  摘要：

  We synthesized 4-chlorophenethylaminoquinazoline derivatives and evaluated their inhibitory activities toward both TNF-alpha production and T cell proliferation responses; Compound 2f, containing a piperazine ring at the C(7)-position of the quinazoline ring, exhibited more potent inhibitory activities toward both than the lead compound 1a. A smaller N-substituent in the piperazine ring was required for inhibition of TNF-alpha production. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00718-6

文献信息

• NOVEL QUINAZOLINE DERIVATIVES
  申请人：Japan Energy Corporation

  公开号：EP1229025A1

  公开（公告）日：2002-08-07

  Quinazoline derivatives represented by the general formula (1) or a pharmaceutically acceptable salt thereof in said formula R1 is nitro or halogen; R2 and R4 are each hydrogen, C1-4 alkyl, carboxyl, or C2-5 alkoxycarbonyl; R3 is hydrogen, amino, optionally substituted C1-4 alkyl, C1-4 alkanoyl, or C2-5 alkoxycarbonyl; W is carbon or nitrogen; and m is 0 to 2.

  通式（1）所代表的喹唑啉衍生物或其药学上可接受的盐，所述式中 R1 为硝基或卤素；R2 和 R4 分别为氢、C1-4 烷基、羧基或 C2-5 烷氧基羰基；R3 为氢、氨基、任选取代的 C1-4 烷基、C1-4 烷酰基或 C2-5 烷氧基羰基；W 为碳或氮；m 为 0 至 2。
• EP1229025
  申请人：——

  公开号：——

  公开（公告）日：——
• Structure–activity relationships of quinazoline derivatives: dual-acting compounds with inhibitory activities toward both TNF-α production and T Cell proliferation
  作者：Masanori Tobe、Yoshiaki Isobe、Hideyuki Tomizawa、Mitsuhiro Matsumoto、Fumihiro Obara、Takahiro Nagasaki、Hideya Hayashi

  DOI：10.1016/s0960-894x(00)00718-6

  日期：2001.2

  We synthesized 4-chlorophenethylaminoquinazoline derivatives and evaluated their inhibitory activities toward both TNF-alpha production and T cell proliferation responses; Compound 2f, containing a piperazine ring at the C(7)-position of the quinazoline ring, exhibited more potent inhibitory activities toward both than the lead compound 1a. A smaller N-substituent in the piperazine ring was required for inhibition of TNF-alpha production. (C) 2001 Elsevier Science Ltd. All rights reserved.