(+/-)-trans-2-(4,6-dichloro[1,3,5]triazin-2-yl)-1-p-tolyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: (+/-)-trans-2-(4,6-dichloro[1,3,5]triazin-2-yl)-1-p-tolyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
• 英文别名: methyl (1R,3S)-2-(4,6-dichloro-1,3,5-triazin-2-yl)-1-(4-methylphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-3-carboxylate
• 化学式: C₂₃H₁₉Cl₂N₅O₂
• 分子量: 468.342
• InChiKey: MSXWBKHTIOIISO-PKOBYXMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (+/-)-trans-2-(4,6-dichloro[1,3,5]triazin-2-yl)-1-p-tolyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester 、 1-(2-吡啶基)哌嗪 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以61%的产率得到(+/-)-trans-2-[4,6-bis[4-(pyridin-2-yl)piperazin-1-yl][1,3,5]triazin-2-yl]-1-p-tolyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Syntheses of new substituted triazino tetrahydroisoquinolines and β-carbolines as novel antileishmanial agents1

  摘要：

  A series of triazino tetrahydroisoquinolines (3-5) and beta-carboline derivatives (15-27) have been synthesized as novel antileishmanial agents. Among them, compounds 15, 16 and 25 have shown 78.0%, 78.6% and 68.0% in vivo inhibition against Leishmania donovani at a dose of 50 mg kg(-1) x 5 days, respectively, while compounds 3 and 18 exhibited 55.6% and 53.3% in vivo inhibitions, respectively, against L. donovani at a dose of 50 mg kg(-1) x 5 days. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.09.007
• 作为产物：
  描述：

  DL-色氨酸 在 氯化亚砜 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 11.0h， 生成 (+/-)-trans-2-(4,6-dichloro[1,3,5]triazin-2-yl)-1-p-tolyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Syntheses of new substituted triazino tetrahydroisoquinolines and β-carbolines as novel antileishmanial agents1

  摘要：

  A series of triazino tetrahydroisoquinolines (3-5) and beta-carboline derivatives (15-27) have been synthesized as novel antileishmanial agents. Among them, compounds 15, 16 and 25 have shown 78.0%, 78.6% and 68.0% in vivo inhibition against Leishmania donovani at a dose of 50 mg kg(-1) x 5 days, respectively, while compounds 3 and 18 exhibited 55.6% and 53.3% in vivo inhibitions, respectively, against L. donovani at a dose of 50 mg kg(-1) x 5 days. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.09.007