2-[4-(imidazolin-2-yl)phenyl]-5-[6-(imidazolin-2-yl)benzothiazol-2-yl]thiophene dihydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-[4-(imidazolin-2-yl)phenyl]-5-[6-(imidazolin-2-yl)benzothiazol-2-yl]thiophene dihydrochloride
• 英文别名: 6-(4,5-dihydro-1H-imidazol-2-yl)-2-[5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]thiophen-2-yl]-1,3-benzothiazole;hydrochloride
• 化学式: C₂₃H₁₉N₅S₂*2ClH
• 分子量: 502.491
• InChiKey: RTGNNVGNNHFRNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-[4-(imidazolin-2-yl)phenyl]-5-[6-(imidazolin-2-yl)benzothiazol-2-yl]thiophene 在 盐酸 作用下， 以 乙二醇甲醚 为溶剂， 反应 20.0h， 以69.6%的产率得到2-[4-(imidazolin-2-yl)phenyl]-5-[6-(imidazolin-2-yl)benzothiazol-2-yl]thiophene dihydrochloride
  参考文献：
  名称：

  Synthesis of Bis-substituted Amidinobenzothiazoles as Potential Anti-HIV Agents

  摘要：

  DOI：

  10.3987/com-01-9305

文献信息

• Novel Diamidino-Substituted Derivatives of Phenyl Benzothiazolyl and Dibenzothiazolyl Furans and Thiophenes: Synthesis, Antiproliferative and DNA Binding Properties
  作者：Livio Racané、Vesna Tralić-Kulenović、Sandra Kraljević Pavelić、Ivana Ratkaj、Paul Peixoto、Raja Nhili、Sabine Depauw、Marie-Paule Hildebrand、Marie-Hélène David-Cordonnier、Krešimir Pavelić、Grace Karminski-Zamola

  DOI：10.1021/jm901441b

  日期：2010.3.25

  A series of new diamidino-, diisopropylamidino-, and diimidazolinyl-substituted derivatives of phenyl benzothiazolyl and dibenzothiazolyl furans and thiophenes were successfully prepared and evaluated for their antiproliferative activity on tumor cell lines in vitro, DNA binding propensity, and sequence selectivity as well as cellular distribution. A strong antiproliferative effect of the tested compounds was observed on all tested cell lines in a concentration-dependent response pattern. In general, imidazolinyl-substituted derivatives and/or the thiophene core were in correlation with increased antiproliferative activity. Two compounds (2b and 3b) were chosen for biological studies due to their differential antiproliferative properties. The DNA binding properties of this new series of compounds were assessed and evidenced their efficient minor groove binding properties with preferential interaction at AT-rich sites. Both compounds also present nuclear subcellular localization, suggesting that their cellular mode of action implies localization in the DNA compartment and direct inhibition of DNA replication and induction of apoptosis.