N¹-((1-tert-butyl-1H-tetrazol-5-yl)(4-fluorophenyl)methyl)-N⁴-(7-chloroquinolin-4-yl) benzene-1,4-diamine | 1449333-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N¹-((1-tert-butyl-1H-tetrazol-5-yl)(4-fluorophenyl)methyl)-N⁴-(7-chloroquinolin-4-yl) benzene-1,4-diamine
• 英文别名: N1-[(1-tert-butyltetrazol-5-yl)-(4-fluorophenyl)methyl]-N4-(7-chloro-4-quinolyl)benzene-1,4-diamine；4-N-[(1-tert-butyltetrazol-5-yl)-(4-fluorophenyl)methyl]-1-N-(7-chloroquinolin-4-yl)benzene-1,4-diamine
• CAS: 1449333-92-9
• 化学式: C₂₇H₂₅ClFN₇
• 分子量: 501.994
• InChiKey: WKEQVKCATKZQJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4,7-二氯喹啉 在 叠氮基三甲基硅烷 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 24.0h， 生成 N¹-((1-tert-butyl-1H-tetrazol-5-yl)(4-fluorophenyl)methyl)-N⁴-(7-chloroquinolin-4-yl) benzene-1,4-diamine
  参考文献：
  名称：

  Synthesis and bioevaluation of novel 4-aminoquinoline-tetrazole derivatives as potent antimalarial agents

  摘要：

  A series of novel tetrazole derivatives of 4-aminoquinoline were synthesized and screened for their antimalarial activities against both chloroquine-senstive (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum as well as for cytotoxicity against VERO cell lines. Most of the synthesized compounds exhibited potent antimalarial activity as compared to chloroquine against K1-strain. Compounds with significant in vitro antimalarial activity were then evaluated for their in vivo efficacy in Swiss mice against Plasmodium yoelii following both intraperitoneal (ip) and oral administration, wherein compounds 20 and 23 each showed in vivo suppression of 99.99% parasitaemia on day 4. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.05.023

文献信息

• Synthesis and bioevaluation of novel 4-aminoquinoline-tetrazole derivatives as potent antimalarial agents
  作者：Shashi Pandey、Pooja Agarwal、Kumkum Srivastava、S. RajaKumar、Sunil K. Puri、Pravesh Verma、J.K. Saxena、Abhisheak Sharma、Jawahar Lal、Prem M.S. Chauhan

  DOI：10.1016/j.ejmech.2013.05.023

  日期：2013.8

  A series of novel tetrazole derivatives of 4-aminoquinoline were synthesized and screened for their antimalarial activities against both chloroquine-senstive (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum as well as for cytotoxicity against VERO cell lines. Most of the synthesized compounds exhibited potent antimalarial activity as compared to chloroquine against K1-strain. Compounds with significant in vitro antimalarial activity were then evaluated for their in vivo efficacy in Swiss mice against Plasmodium yoelii following both intraperitoneal (ip) and oral administration, wherein compounds 20 and 23 each showed in vivo suppression of 99.99% parasitaemia on day 4. (C) 2013 Elsevier Masson SAS. All rights reserved.