(1-methyl-β-carboline-3-yl)(thiomorpholino)methanone | 1243692-85-4

• 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: (1-methyl-β-carboline-3-yl)(thiomorpholino)methanone
• 英文别名: (1-methyl-9H-pyrido[3,4-b]indol-3-yl)-thiomorpholin-4-ylmethanone
• CAS: 1243692-85-4
• 化学式: C₁₇H₁₇N₃OS
• 分子量: 311.407
• InChiKey: ICKUKMTYYDRVKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-methyl-β-carboline-3-yl)(thiomorpholino)methanone 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以82%的产率得到(9-benzyl-1-methyl-β-carboline-3-yl)(thiomorpholino)methanone
  参考文献：
  名称：

  Synthesis and evaluation of β-carboline derivatives as inhibitors of human immunodeficiency virus

  摘要：

  A series of beta-carboline derivatives were synthesized by utilizing aromatization and chemoselective alkylation method recently reported from our laboratory. Synthesized derivatives were evaluated for anti-HIV activity in human CD4+ T cell line (CEM-GFP) infected with HIV-1 NL4.3 virus. 1-Formyl-beta-carboline-3-carbxylic acid methyl ester (15) showed inhibition of human immunodeficiency virus at IC50 = 2.9 mu M. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.052
• 作为产物：
  描述：

  硫代吗啉 、 1-甲基-9h-beta-咔啉-3-羧酸 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以72%的产率得到(1-methyl-β-carboline-3-yl)(thiomorpholino)methanone
  参考文献：
  名称：

  Synthesis and evaluation of β-carboline derivatives as inhibitors of human immunodeficiency virus

  摘要：

  A series of beta-carboline derivatives were synthesized by utilizing aromatization and chemoselective alkylation method recently reported from our laboratory. Synthesized derivatives were evaluated for anti-HIV activity in human CD4+ T cell line (CEM-GFP) infected with HIV-1 NL4.3 virus. 1-Formyl-beta-carboline-3-carbxylic acid methyl ester (15) showed inhibition of human immunodeficiency virus at IC50 = 2.9 mu M. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.052

文献信息

• Synthesis and evaluation of β-carboline derivatives as inhibitors of human immunodeficiency virus
  作者：Keyur G. Brahmbhatt、Nafees Ahmed、Sudeep Sabde、Debashis Mitra、Inder Pal Singh、Kamlesh K. Bhutani

  DOI：10.1016/j.bmcl.2010.06.052

  日期：2010.8

  A series of beta-carboline derivatives were synthesized by utilizing aromatization and chemoselective alkylation method recently reported from our laboratory. Synthesized derivatives were evaluated for anti-HIV activity in human CD4+ T cell line (CEM-GFP) infected with HIV-1 NL4.3 virus. 1-Formyl-beta-carboline-3-carbxylic acid methyl ester (15) showed inhibition of human immunodeficiency virus at IC50 = 2.9 mu M. (C) 2010 Elsevier Ltd. All rights reserved.