7-bromo-2-chloro-4-[1,2,4-triazolo]thieno[3,2-d]pyrimidine | 1591748-65-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 7-bromo-2-chloro-4-[1,2,4-triazolo]thieno[3,2-d]pyrimidine
• 英文别名: 7-Bromo-2-chloro-4-(1,2,4-triazol-1-yl)thieno[3,2-d]pyrimidine；7-bromo-2-chloro-4-(1,2,4-triazol-1-yl)thieno[3,2-d]pyrimidine
• CAS: 1591748-65-0
• 化学式: C₈H₃BrClN₅S
• 分子量: 316.568
• InChiKey: FTMYUCALDRHQKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 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：
  84.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-bromothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione 在 4-二甲氨基吡啶 、 三乙胺 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 7-bromo-2-chloro-4-[1,2,4-triazolo]thieno[3,2-d]pyrimidine
  参考文献：
  名称：

  Antiproliferative activities of halogenated thieno[3,2-d]pyrimidines

  摘要：

  The in vitro evaluation of thieno[3,2-d]pyrimidines identified halogenated compounds 1 and 2 with antiproliferative activity against three different cancer cell lines. A structure activity relationship study indicated the necessity of the chlorine at the C4-position for biological activity. The two most active compounds 1 and 2 were found to induce apoptosis in the leukemia L1210 cell line. Additionally, the compounds were screened against a variety of other microbial targets and as a result, selective activity against several fungi was also observed. The synthesis and preliminary biological results are reported herein. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.033

文献信息

• Antiproliferative activities of halogenated thieno[3,2-d]pyrimidines
  作者：Kartik W. Temburnikar、Sarah C. Zimmermann、Nathaniel T. Kim、Christina R. Ross、Christopher Gelbmann、Christine E. Salomon、Gerald M. Wilson、Jan Balzarini、Katherine L. Seley-Radtke

  DOI：10.1016/j.bmc.2014.02.033

  日期：2014.4

  The in vitro evaluation of thieno[3,2-d]pyrimidines identified halogenated compounds 1 and 2 with antiproliferative activity against three different cancer cell lines. A structure activity relationship study indicated the necessity of the chlorine at the C4-position for biological activity. The two most active compounds 1 and 2 were found to induce apoptosis in the leukemia L1210 cell line. Additionally, the compounds were screened against a variety of other microbial targets and as a result, selective activity against several fungi was also observed. The synthesis and preliminary biological results are reported herein. (C) 2014 Elsevier Ltd. All rights reserved.