4-methyl-δ-carboline | 78121-17-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-methyl-δ-carboline
• 英文别名: 4-methyl-5H-pyrido[3,2-b]indole
• CAS: 78121-17-2
• 化学式: C₁₂H₁₀N₂
• 分子量: 182.225
• InChiKey: RMNVEHMFGIVBEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-乙酰基-3-吲哚啉酮 在 碳酸氢铵 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 20.0h， 生成 4-methyl-δ-carboline
  参考文献：
  名称：

  Indole derivatives. 122. New synthesis of ?-carbolines from 1-acetyl-3-indolinone

  摘要：

  DOI：

  10.1007/bf00505992

文献信息

• A new synthesis of α-substituted δ-carbolines
  作者：Erwan Arzel、Patrick Rocca、Francis Marsais、Alain Godard、Guy Quéguiner

  DOI：10.1002/jhet.5570340418

  日期：1997.7

  The paper describes a new general synthesis of α-substituted δ-carbolines based on key steps such as metalation, cross-coupling and cyclization.

  本文基于金属化，交叉偶联和环化等关键步骤，描述了一种新的α-取代的δ-咔啉的一般合成方法。
• Mardenborough, Leroy G.; Fan, Pingchen C.; Ablordeppey, Seth Y., Medicinal Chemistry Research, 1999, vol. 9, # 2, p. 118 - 132
  作者：Mardenborough, Leroy G.、Fan, Pingchen C.、Ablordeppey, Seth Y.、Nimrod, Alison、Clark, Alice M.

  DOI：——

  日期：——
• First metalation of aryl iodides: directed ortho-lithiation of iodopyridines, halogen-dance, and application to synthesis
  作者：P. Rocca、C. Cochennec、F. Marsais、L. Thomas-dit-Dumont、M. Mallet、A. Godard、G. Queguiner

  DOI：10.1021/jo00079a031

  日期：1993.12

  Metalation of iodopyridines was successfully achieved by LDA at low temperature. In many cases, lithiation is ortho directed by the iodo group which subsequently ortho-migrates very fast to give stabilized iodolithiopyridines. This procedure was applied to 2-fluoro-and 2-chloro-3-iodopyridines, 3-fluoro-4-iodopyridine, and 2-chloro-3-fluoro-4-iodopyridine. The resulting lithio intermediates were obtained in high yields before being reacted with electrophiles leading to various polysubstituted pyridines. Some of these iodopyridines were used as key molecules for the synthesis of fused polyaromatic alkaloids. Thus, perlolidine, delta-carbolines, and 2,10-diazaphenanthrenes were readily prepared in few steps taking advantage of the iodo reactivity for heteroring cross-coupling.
• Synthesis and antitumorigenic activity of δ-carbolines with alkyl and aryl residues in the pyridine ring and 8H-[4,5-b]indolopyrimidines
  作者：N. N. Suvorov、V. A. Chernov、V. S. Velezheeva、Yu. A. Ershova、S. V. Simakov、V. P. Sevodin

  DOI：10.1007/bf00760663

  日期：1981.9
• SEVODIN V. P.; VELEZHEVA V. S.; CYBOPOB N. N., XIMIYA GETEROTSIKL. SOEDIN., 1981, HO 3, 368-371
  作者：SEVODIN V. P.、 VELEZHEVA V. S.、 CYBOPOB N. N.

  DOI：——

  日期：——