4,6-dichloro-2-(2-thienyl)quinazoline | 167995-00-8

• 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: 4,6-dichloro-2-(2-thienyl)quinazoline
• 英文别名: 4,6-Dichloro-2-(thiophen-2-yl)quinazoline；4,6-dichloro-2-thiophen-2-ylquinazoline
• CAS: 167995-00-8
• 化学式: C₁₂H₆Cl₂N₂S
• 分子量: 281.165
• InChiKey: SAQZWNASPHJXFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,6-dichloro-2-(2-thienyl)quinazoline 在 sodium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 6-chloro-2-(2-thienyl)-4-(2-thioxo-1-imidazolidinyl)quinazoline
  参考文献：
  名称：

  El-Bendary; El-Ashmawy; Barghash, Bollettino Chimico Farmaceutico, 1996, vol. 135, # 11, p. 617 - 620

  摘要：

  DOI：
• 作为产物：
  描述：

  6-chloro-2-(thiophen-2-yl)-4H-benzo[d][1,3]oxazin-4-one 在 ammonium acetate 、 三氯氧磷 作用下， 反应 10.0h， 生成 4,6-dichloro-2-(2-thienyl)quinazoline
  参考文献：
  名称：

  The design and synthesis of novel orally active inhibitors of AP-1 and NF-κB mediated transcriptional activation. SAR of In vitro and In vivo studies

  摘要：

  We have developed novel orally active quinazoline analogues as inhibitors of AP-1 and NF-kappaB mediated transcriptional activation. Among the derivatives prepared, 1-[2-(2-thienyl)quinazolin-4-ylamino]-3-methyl-3-pyrroline-2,5-dione (10) showed significant activity in an adjuvant-induced arthritis rat model by reducing the swelling by 65% in the non-injected foot. The synthesis, structure-activity relationship, and in vivo activity are described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.047

文献信息

• The design and synthesis of novel orally active inhibitors of AP-1 and NF-κB mediated transcriptional activation. SAR of In vitro and In vivo studies
  作者：Moorthy S.S. Palanki、Paul E. Erdman、Minghuan Ren、Mark Suto、Brydon L. Bennett、Anthony Manning、Lynn Ransone、Cheryl Spooner、Sonal Desai、Arnie Ow、Ryuichi Totsuka、Peter Tsao、Wataru Toriumi

  DOI：10.1016/j.bmcl.2003.08.047

  日期：2003.11

  We have developed novel orally active quinazoline analogues as inhibitors of AP-1 and NF-kappaB mediated transcriptional activation. Among the derivatives prepared, 1-[2-(2-thienyl)quinazolin-4-ylamino]-3-methyl-3-pyrroline-2,5-dione (10) showed significant activity in an adjuvant-induced arthritis rat model by reducing the swelling by 65% in the non-injected foot. The synthesis, structure-activity relationship, and in vivo activity are described. (C) 2003 Elsevier Ltd. All rights reserved.
• El-Bendary; El-Ashmawy; Barghash, Bollettino Chimico Farmaceutico, 1996, vol. 135, # 11, p. 617 - 620
  作者：El-Bendary、El-Ashmawy、Barghash、Shehata、El-Kerdawy

  DOI：——

  日期：——