2-methyl-2H-β-carboline | 13099-99-5

• 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: 2-methyl-2H-β-carboline
• 英文别名: 2H-Pyrido<3.4-b>indol；2-Methyl-2-aza-carbazolium-hydroxid-anhydro-salz；2-Methyl-beta-carboline；2-Methyl-2H-β-carbolin；2-Methyl-2H-pyrido(3,4-b)indole；2-methylpyrido[3,4-b]indole
• CAS: 13099-99-5
• 化学式: C₁₂H₁₀N₂
• 分子量: 182.225
• InChiKey: UDHBHTHWWOQPBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 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：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-碘代丙烷 、 2-methyl-2H-β-carboline 在 苯 作用下， 生成 2-methyl-9-propyl-β-carboline-2-ium iodide
  参考文献：
  名称：

  704. The structure of N_β-alkyl-β-carboline anhydro-bases

  摘要：

  DOI：

  10.1039/jr9560003659
• 作为产物：
  描述：

  2-methyl-9H-pyrido[3,4-b]indolium triflate 以63%的产率得到
  参考文献：
  名称：

  DODD, ROBERT H.;POISSONNET, GUILLAUME;POTIER, PIERRE, HETEROCYCLES, 29,(1989) N, C. 365-380

  摘要：

  DOI：

文献信息

• Proton-Transfer Tautomerism of β-Carbolines Mediated by Hydrogen-Bonded Complexes
  作者：Pi-Tai Chou、Yun-I Liu、Guo-Ray Wu、Mei-Ying Shiao、Wei-Shan Yu、Chung-Chih Cheng、Chen-Pin Chang

  DOI：10.1021/jp011031z

  日期：2001.11.1

  The carboxylic acid catalyzed excited-state amino-imino tautomerism for β-carboline (β-CB) and its analogues has been investigated. Thermodynamics and microsolvation (i.e., stoichiometry of the complex formation) of various β-CB/acetic acid complexes in nonpolar solvents have been studied by means of absorption and emission titration experiments. Supplementary support of the stoichiometric ratio and

  已经研究了羧酸催化的激发态氨基-亚氨基互变异构为 β-咔啉 (β-CB) 及其类似物。已经通过吸收和发射滴定实验研究了各种 β-CB/乙酸配合物在非极性溶剂中的热力学和微溶剂化（即配合物形成的化学计量）。氢键形成的化学计量比和结构的补充支持是通过分子设计和合成各种 β-CB 类似物提供的，这些类似物仅包含一个氢键位点或双氢键位点，其中两个位点之间的相互作用在空间上是被禁止的。结合时间分辨测量和理论方法的结果表明：2 β-CB/乙酸络合物具有三重氢键形成结构，负责环己烷中的激发态质子转移互变异构。质子转移时间超过检测系统15 ps的响应极限，在...
• Heterocyclic compounds and their use as antifouling agents
  申请人：Eidgenössische Technische Hochschule Zürich

  公开号：EP1783128A1

  公开（公告）日：2007-05-09

  The present invention relates to a nostocarboline compound of the formula (I) and its use as a biocidal agent. In this formula R1, R3, R4 and R6 are selected from the group consisting of H, F, Cl, Br, I, a C1-C20 aliphatic residue, and a C1-C20 aliphatic residue comprising a carbocyclic or heterocyclic residue; R2 is selected from the group consisting of H and Cl; R5 is selected from the group consisting of H, a C1-C20 aliphatic residue, and a C1-C20 aliphatic residue comprising a carbocyclic or heterocyclic residue; R7 is selected from the group consisting of a C1-C20 aliphatic residue, a C1-C20 aliphatic residue comprising a carbocyclic or heterocyclic residue, and a linker bound to a bioactive factor; R8 is selected from the group consisting of H, a C1-C6 aliphatic carboxylic acid, ester, or amide, and a C3-C20 carbocyclic residue; and X- is a negatively charged ion.

  本发明涉及一种nostocarboline化合物，其化学式为(I)，以及其作为生物杀灭剂的用途。在该式中，R1、R3、R4和R6从H、F、Cl、Br、I、C1-C20脂肪残基和包含碳环或杂环残基的C1-C20脂肪残基组成的群体中选择；R2从H和Cl组成的群体中选择；R5从H、C1-C20脂肪残基和包含碳环或杂环残基的C1-C20脂肪残基组成的群体中选择；R7从C1-C20脂肪残基、包含碳环或杂环残基的C1-C20脂肪残基和与生物活性因子结合的连接物组成的群体中选择；R8从H、C1-C6脂肪羧酸、酯或酰胺和C3-C20碳环残基组成的群体中选择；X-为负离子。
• Über Acylierung von Norharman. Über das Ringgerüst des Yohimbins III
  作者：R. Speitel、E. Schlittler

  DOI：10.1002/hlca.19490320329

  日期：——

  Es wurde bewiesen, dass die Acylierung des Norharmans (β-Carbolin) am Indol- und nicht am Pyridinstickstoff erfolgt.

  埃斯·沃德（Es wurde bewiesen），诺曼斯（Cyber​​ungung Norharmans）（β-Carbolin）和吡咯丁斯克斯托夫（Pyridinstickstoff）都在尼古丁（Indicund and nicht am Pyridinstickstoff erfolgt）丧命。
• Structure–activity relationship of antiparasitic and cytotoxic indoloquinoline alkaloids, and their tricyclic and bicyclic analogues
  作者：Gitte Van Baelen、Steven Hostyn、Liene Dhooghe、Pál Tapolcsányi、Péter Mátyus、Guy Lemière、Roger Dommisse、Marcel Kaiser、Reto Brun、Paul Cos、Louis Maes、György Hajós、Zsuzsanna Riedl、Ildikó Nagy、Bert U.W. Maes、Luc Pieters

  DOI：10.1016/j.bmc.2009.08.057

  日期：2009.10

  Based on the indoloquinoline alkaloids cryptolepine (1), neocryptolepine (2), isocryptolepine (3) and isoneocryptolepine (4), used as lead compounds for new antimalarial agents, a series of tricyclic and bicyclic analogues, including carbolines, azaindoles, pyrroloquinolines and pyrroloisoquinolines was synthesized and biologically evaluated. None of the bicyclic compounds was significantly active against the chloroquine-resistant strain Plasmodium falciparum K1, in contrast to the tricyclic derivatives. The tricyclic compound 2-methyl-2H-pyrido[3,4-b] indole (9), or 2-methyl-beta-carboline, showed the best in vitro activity, with an IC50 value of 0.45 mu M against P. falciparum K1, without apparent cytotoxicity against L6 cells (SI > 1000). However, this compound was not active in the Plasmodium berghei mouse model. Structure-activity relationships are discussed and compared with related naturally occurring compounds. (C) 2009 Elsevier Ltd. All rights reserved.
• US20140343051A1
  申请人：——

  公开号：US20140343051A1

  公开（公告）日：2014-11-20