methyl (1R,3S)-1-(3-nitrophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate | 782478-95-9

• 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: methyl (1R,3S)-1-(3-nitrophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
• CAS: 782478-95-9
• 化学式: C₁₉H₁₇N₃O₄
• 分子量: 351.362
• InChiKey: WTZMWVYGTPUZFA-DLBZAZTESA-N

物化性质

• 沸点：
  542.8±50.0 °C(Predicted)
• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  D-色氨酸甲酯 、 间硝基苯甲醛 生成 methyl (1R,3S)-1-(3-nitrophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
  参考文献：
  名称：

  KUMAR, SHIV;SETH, M.;BHADURI, A. P., INDIAN J. CHEM., 1982, 20, N 12, 1078-1079

  摘要：

  DOI：

文献信息

• Comparative study of the trypanocidal activity of the methyl 1-nitrophenyl-1,2,3,4-9H-tetrahydro-β-carboline-3-carboxylate derivatives and benznidazole using theoretical calculations and cyclic voltammetry
  作者：Lilian T. Düsman Tonin、Valéria A. Barbosa、Cleverson Cassero Bocca、Érika R.F. Ramos、Celso V. Nakamura、Willian Ferreira da Costa、Ernani A. Basso、Tânia U. Nakamura、Maria Helena Sarragiotto

  DOI：10.1016/j.ejmech.2008.03.044

  日期：2009.4

  The cis and trans isomers of methyl 1-(m-nitro)phenyl and 1-(p-nitro)phenyl-1,2,3,4-tetrahydro-9H-beta-carboline-3-carboxylates (compounds 3a,b, 4a and b) were synthesized and evaluated in vitro against epimastigote forms of Trypanosoma cruzi. Among all of the evaluated tetrahydro-beta-carboline derivatives, the compound trans-methyl 1-(m-nitro)phenyl-1,2,3,4-9H-tetrahydro-beta-carboline-3-carboxylate (3b) was found to exhibit significant trypanocidal activity (IC50 = 22.2 mu M). Theoretical studies of molecular conformations and electronic properties for the synthesized compounds and benznidazole, as well as, the cyclic voltammetric (CV) behaviors' determination were performed. A comparative study of the trypanocidal activity of the nitrophenyl-tetrahydro-beta-carbolines derivatives and benznidazole, using the results of theoretical calculations and of the cyclic voltammetry experiments, is presented. (c) 2008 Elsevier Masson SAS. All rights reserved.
• KUMAR, SHIV;SETH, M.;BHADURI, A. P., INDIAN J. CHEM., 1982, 20, N 12, 1078-1079
  作者：KUMAR, SHIV、SETH, M.、BHADURI, A. P.

  DOI：——

  日期：——