2-[(4-氯-6-吗啉-4-基-1,3,5-三嗪-2-基)氨基]乙醇 | 140638-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 中文名称: 2-[(4-氯-6-吗啉-4-基-1,3,5-三嗪-2-基)氨基]乙醇
• 英文名称: Ethanol, 2-[[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]amino]-
• 英文别名: 2-[(4-chloro-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]ethanol
• CAS: 140638-78-4
• 化学式: C₉H₁₄ClN₅O₂
• 分子量: 259.695
• InChiKey: MZKZCNLFQLCLGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  83.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[(4-氯-6-吗啉-4-基-1,3,5-三嗪-2-基)氨基]乙醇 、 4-(4-氨基丁基)氨基-7-氯喹啉 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[[4-[4-[(7-Chloro-4-quinolyl)amino]butylamino]-6-morpholino-1,3,5-triazin-2-yl]amino]ethanol
  参考文献：
  名称：

  4-Aminoquinoline-Triazine-Based Hybrids with ImprovedIn VitroAntimalarial Activity Against CQ-Sensitive and CQ-Resistant Strains ofPlasmodium falciparum

  摘要：

  A systematic chemical modification in the triazine moiety covalently attached via suitable linkers to 4‐amino‐7‐chloroquinolines yielded a series of new 7‐chloro‐4‐aminoquinoline‐triazine hybrids exhibiting high in vitro activity against W2 (chloroquine‐resistant) and D6 (chloroquine‐sensitive) strains of Plasmodium falciparum without any toxicity against mammalian cell lines (Vero, LLC‐PK11, HepG2). Many of the compounds (6, 8, 10, 11, 13, 14, 16, 27, 29 and 33) showed excellent potency against chloroquine sensitive and resistant strains. In particular, compounds 6, 8, 14, 16 and 29 were found to be significantly more active than chloroquine against the chloroquine‐resistant strains (W2 clone) of P. falciparum.

  DOI：

  10.1111/cbdd.12108
• 作为产物：
  描述：

  2,4-二氯-6-吗啉基-1,3,5-三嗪 、 C.I.酸性橙108 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 2-[(4-氯-6-吗啉-4-基-1,3,5-三嗪-2-基)氨基]乙醇
  参考文献：
  名称：

  4-Aminoquinoline-Triazine-Based Hybrids with ImprovedIn VitroAntimalarial Activity Against CQ-Sensitive and CQ-Resistant Strains ofPlasmodium falciparum

  摘要：

  A systematic chemical modification in the triazine moiety covalently attached via suitable linkers to 4‐amino‐7‐chloroquinolines yielded a series of new 7‐chloro‐4‐aminoquinoline‐triazine hybrids exhibiting high in vitro activity against W2 (chloroquine‐resistant) and D6 (chloroquine‐sensitive) strains of Plasmodium falciparum without any toxicity against mammalian cell lines (Vero, LLC‐PK11, HepG2). Many of the compounds (6, 8, 10, 11, 13, 14, 16, 27, 29 and 33) showed excellent potency against chloroquine sensitive and resistant strains. In particular, compounds 6, 8, 14, 16 and 29 were found to be significantly more active than chloroquine against the chloroquine‐resistant strains (W2 clone) of P. falciparum.

  DOI：

  10.1111/cbdd.12108

文献信息

• 4-Aminoquinoline-Triazine-Based Hybrids with Improved<i>In Vitro</i>Antimalarial Activity Against CQ-Sensitive and CQ-Resistant Strains of<i>Plasmodium falciparum</i>
  作者：Sunny Manohar、Shabana I. Khan、Diwan S. Rawat

  DOI：10.1111/cbdd.12108

  日期：2013.5

  A systematic chemical modification in the triazine moiety covalently attached via suitable linkers to 4‐amino‐7‐chloroquinolines yielded a series of new 7‐chloro‐4‐aminoquinoline‐triazine hybrids exhibiting high in vitro activity against W2 (chloroquine‐resistant) and D6 (chloroquine‐sensitive) strains of Plasmodium falciparum without any toxicity against mammalian cell lines (Vero, LLC‐PK11, HepG2). Many of the compounds (6, 8, 10, 11, 13, 14, 16, 27, 29 and 33) showed excellent potency against chloroquine sensitive and resistant strains. In particular, compounds 6, 8, 14, 16 and 29 were found to be significantly more active than chloroquine against the chloroquine‐resistant strains (W2 clone) of P. falciparum.