2-(6-amino-3-methyl-1-(10H-phenothiazin-2-yl)-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenol | 1580464-35-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2-(6-amino-3-methyl-1-(10H-phenothiazin-2-yl)-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenol
• 英文别名: 2-[6-amino-3-methyl-1-(10H-phenothiazin-2-yl)-4,5-dihydropyrazolo[3,4-d]pyrimidin-4-yl]phenol；2-[6-amino-3-methyl-1-(10H-phenothiazin-2-yl)-4,7-dihydropyrazolo[3,4-d]pyrimidin-4-yl]phenol
• CAS: 1580464-35-2
• 化学式: C₂₄H₂₀N₆OS
• 分子量: 440.528
• InChiKey: SJLOWYLCAAVWPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-甲巯基吩噻嗪 在 四磷十氧化物 、 盐酸胍 、 sodium ethanolate 、 肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-(6-amino-3-methyl-1-(10H-phenothiazin-2-yl)-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenol
  参考文献：
  名称：

  4,5-Dihydro-1H-pyrazolo[3,4-d]pyrimidine containing phenothiazines as antitubercular agents

  摘要：

  A series of novel dihydropyrazolo[3,4-d]pyrimidine derivatives bearing a phenothiazine nucleus were synthesized in excellent yields via a modified Biginelli multicomponent reaction. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, Mass spectra and elemental analysis followed by antimycobacterial screening. Among all the screened compounds, compound 4g showed most pronounced activity against Mycobacterium tuberculosis (Mtb) with minimum inhibitory concentration (MIC) of 0.02 mu g/mL, making it more potent than first line antitubercular drug isoniazid. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.012

文献信息

• 4,5-Dihydro-1H-pyrazolo[3,4-d]pyrimidine containing phenothiazines as antitubercular agents
  作者：Arif B. Siddiqui、Amit R. Trivedi、Vipul B. Kataria、Viresh H. Shah

  DOI：10.1016/j.bmcl.2014.02.012

  日期：2014.3

  A series of novel dihydropyrazolo[3,4-d]pyrimidine derivatives bearing a phenothiazine nucleus were synthesized in excellent yields via a modified Biginelli multicomponent reaction. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, Mass spectra and elemental analysis followed by antimycobacterial screening. Among all the screened compounds, compound 4g showed most pronounced activity against Mycobacterium tuberculosis (Mtb) with minimum inhibitory concentration (MIC) of 0.02 mu g/mL, making it more potent than first line antitubercular drug isoniazid. (C) 2014 Elsevier Ltd. All rights reserved.