N-(4-氟苯基)-5,6-二甲基噻吩并[2,3-D]嘧啶-4-胺 | 453583-40-9

• 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
• 中文名称: N-(4-氟苯基)-5,6-二甲基噻吩并[2,3-D]嘧啶-4-胺
• 英文名称: 2H-(4-fluorophenyl)-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)amine
• 英文别名: N-(4-fluorophenyl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine
• CAS: 453583-40-9
• 化学式: C₁₄H₁₂FN₃S
• 分子量: 273.334
• InChiKey: JVGHPAYGKDZTDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-4,5-二甲基噻吩-3-羧酸乙酯 在 三氯氧磷 作用下， 以 异丙醇 为溶剂， 生成 N-(4-氟苯基)-5,6-二甲基噻吩并[2,3-D]嘧啶-4-胺
  参考文献：
  名称：

  Design, synthesis & evaluation of condensed 2H-4-arylaminopyrimidines as novel antifungal agents

  摘要：

  A small, focussed library of condensed 2H-4-arylaminopyrimidines, with 3-diversity points, based on an initial design by molecular docking study of this scaffold at the active site of the fungal enzyme of cytochrome P-450 family, lanosterol 14 alpha-demethylase (CYP51) was synthesized through a one-pot green chemical synthetic protocol. The screening of the synthesised compounds for antifungal activity against Candida albicans, Aspergillus fumigatus & Aspergillus niger revealed activity in many of the compounds as comparable to that of fluconazole. Based on the antifungal activity and physicochemical property data of these derivatives, a meaningful SAR has been proposed. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.066

文献信息

• Novel Dual Use of Formamide-POCl₃ Mixture for the Efficient, One-Pot Synthesis of Condensed 2<i>H</i>-Pyrimidin-4-amine Libraries Under Microwave Irradiation
  作者：Kishore S. Jain、Muthu K. Kathiravan、Jitender B. Bariwal、Pratip K. Chaskar、Santosh S. Tompe、Nikhilesh Arya

  DOI：10.1080/00397911.2011.607934

  日期：2013.1.1

  The novel dual use of formamide-POCl3 mixture for the incorporation of a C-N fragment to form the pyrimidine nucleus and its subsequent chlorination in an efficient, one-pot synthesis of potentially bioactive condensed 2H-pyrimidin-4-amine libraries under microwave irradiation (MWI) is reported. The one-pot microwave-assisted synthetic protocol is high-yielding, ecofriendly, rapid, and novel as well as eliminates intermittent work-ups. The protocol can be adapted for the library synthesis of series of a condensed pyrimidines.
• Design, synthesis &amp; evaluation of condensed 2H-4-arylaminopyrimidines as novel antifungal agents
  作者：Kishor S. Jain、Vijay M. Khedkar、Nikhilesh Arya、Prasad V. Rane、Pratip K. Chaskar、Evans C. Coutinho

  DOI：10.1016/j.ejmech.2014.02.066

  日期：2014.4

  A small, focussed library of condensed 2H-4-arylaminopyrimidines, with 3-diversity points, based on an initial design by molecular docking study of this scaffold at the active site of the fungal enzyme of cytochrome P-450 family, lanosterol 14 alpha-demethylase (CYP51) was synthesized through a one-pot green chemical synthetic protocol. The screening of the synthesised compounds for antifungal activity against Candida albicans, Aspergillus fumigatus & Aspergillus niger revealed activity in many of the compounds as comparable to that of fluconazole. Based on the antifungal activity and physicochemical property data of these derivatives, a meaningful SAR has been proposed. (c) 2014 Elsevier Masson SAS. All rights reserved.