6-methyl-1-hydroxy-1,2,3,4-tetrahydrocarbazole | 177352-49-7

• 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: 6-methyl-1-hydroxy-1,2,3,4-tetrahydrocarbazole
• 英文别名: 1-hydroxy-6-methyl-1,2,3,4-tetrahydrocarbazole；(±)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-ol；6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-ol
• CAS: 177352-49-7
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: YYBPWZOWPCHCIR-UHFFFAOYSA-N

物化性质

• 沸点：
  415.7±40.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  36
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-methyl-1-hydroxy-1,2,3,4-tetrahydrocarbazole 在 特戊醛 作用下， 以 甲苯 为溶剂， 反应 0.33h， 以91%的产率得到6-甲基-2,3,4,9-四氢-1H-咔唑-1-酮
  参考文献：
  名称：

  Sustainable Flow Oppenauer Oxidation of Secondary Benzylic Alcohols with a Heterogeneous Zirconia Catalyst

  摘要：

  A flow chemistry process for the Oppenauer oxidation of benzylic secondary alcohols using partially hydrated zirconium oxide and a simple carbonyl containing oxidant such as acetone, cyclohexanone, and neopentanal is reported. The heterogeneous oxidative system could be applied to a wide range of functionalized alcohol substrates, allowing clean and fast delivery of ketone products within a few minutes between 40 and 100 degrees C.

  DOI：

  10.1021/ol4027107
• 作为产物：
  描述：

  6-甲基-2,3,4,9-四氢-1H-咔唑-1-酮 在 hydrous zirconium oxide 、 异丙醇 作用下， 反应 0.75h， 以70%的产率得到6-methyl-1-hydroxy-1,2,3,4-tetrahydrocarbazole
  参考文献：
  名称：

  A Mild and Efficient Flow Procedure for the Transfer Hydrogenation of Ketones and Aldehydes using Hydrous Zirconia

  摘要：

  A flow chemistry Meerwein-Ponndorf-Verley (MPV) reduction procedure using partially hydrated zirconium oxide via a machine-assisted approach is reported. The heterogeneous reductive system could be applied to a wide range of functionalized substrates, allowing clean and fast delivery of the alcohol products within a few minutes (6-75 min). In three examples the system was scaled to deliver 50 mmol of product.

  DOI：

  10.1021/ol400856g

文献信息

• A study of the Claisen—Eschenmoser reaction for hydroxymethylbenzofurans and-indoles
  作者：T. I. Mukhanova、S. Yu. Kukushkin、P. Yu. Ivanov、L. M. Alekseeva、V. G. Granik

  DOI：10.1007/s11172-007-0053-9

  日期：2007.2

  N,N-Dimethylacetamide dimethyl acetal reacted with 5(7)-substituted 2-(hydroxy-methyl)benzofurans to give N,N-dimethyl-2-(2-methylbenzofuran-3-yl)acetamides. Analogous reactions with 3-(hydroxymethyl)indole and 1-hydroxy-6-methyl-1,2,3,4-tetrahydro-carbazole afforded N,N-dimethyl-3-(3-indolyl)propionamide and N, N-dimethyl-2-(6-methyl-1,2,3,4-tetrahydrocarbazol-1-yl)acetamide, respectively.

  N,N-二甲基乙酰胺二甲基乙缩醛与 5(7)-取代的 2-(羟基-甲基)苯并呋喃反应得到 N,N-二甲基-2-(2-甲基苯并呋喃-3-基)乙酰胺。与 3-(羟甲基) 吲哚和 1-羟基-6-甲基-1,2,3,4-四氢-咔唑的类似反应得到 N,N-二甲基-3-(3-吲哚基)丙酰胺和 N,N-二甲基-2-(6-甲基-1,2,3,4-四氢咔唑-1-基)乙酰胺，分别。
• Transcription factor modulating compounds and methods of use thereof
  申请人：Levy Stuart B.

  公开号：US20090131401A1

  公开（公告）日：2009-05-21

  Substituted benzoimidazole compounds useful as anti-infectives that decrease resistance, virulence, or growth of microbes are provided. Methods of making and using substituted benzoimidazole compounds, as well as pharmaceutical preparations thereof, in, e.g., reducing antibiotic resistance and inhibiting biofilms.

  本发明提供了可用作抗感染剂的取代苯并咪唑化合物，其可降低微生物的耐药性、毒力或生长。本发明还提供了制备和使用取代苯并咪唑化合物的方法，以及其制备的药物制剂，例如用于减少抗生素耐药性和抑制生物膜的制剂。
• TRANSCRIPTION FACTOR MODULATING COMPOUNDS AND METHODS OF USE THEREOF
  申请人：LEVY Stuart B.

  公开号：US20110230523A1

  公开（公告）日：2011-09-22

  Substituted benzoimidazole compounds useful as anti-infectives that decrease resistance, virulence, or growth of microbes are provided. Methods of making and using substituted benzoimidazole compounds, as well as pharmaceutical preparations thereof, in, e.g., reducing antibiotic resistance and inhibiting biofilms.

  本发明提供了用作抗感染剂的取代苯并咪唑化合物，可以降低微生物的抗性、毒力或生长。本发明还提供了制备和使用取代苯并咪唑化合物的方法，以及制备其药物制剂，例如，在减少抗生素抗性和抑制生物膜方面的应用。
• 8-Methylhexahydropyrimido[5,6,1-jk]carbazole — A pyrazedole isomer
  作者：A. I. Bonanov、N. I. Andreeva、S. M. Golovina、P. Yu. Ivanov、K. F. Turchin、V. I. Shvedov

  DOI：10.1007/bf02219404

  日期：1994.12
• US7405235B2
  申请人：——

  公开号：US7405235B2

  公开（公告）日：2008-07-29