4,6,7-三甲氧基-1H-吲哚 | 161156-02-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 吲哚类化合物
• 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
• 中文名称: 4,6,7-三甲氧基-1H-吲哚
• 英文名称: 4,6,7-trimethoxyindole
• 英文别名: 4,6,7-trimethoxy-1H-indole
• CAS: 161156-02-1
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: NXPLALMJOKMQGY-UHFFFAOYSA-N

物化性质

• 沸点：
  371.3±37.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,6,7-三甲氧基-1H-吲哚 在 potassium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 16.0h， 生成 ethyl 2-(4,6,7-trimethoxy-1-tosylindol-3-yl)-2-oxoacetate
  参考文献：
  名称：

  Total Synthesis of Secobatzelline B

  摘要：

  DOI：

  10.1080/00397910701410954
• 作为产物：
  描述：

  4,6,7-Trimethoxyindole-2-carboxylic acid 在 barium(II) oxide 作用下， 以73%的产率得到4,6,7-三甲氧基-1H-吲哚
  参考文献：
  名称：

  Efficient Syntheses of the Marine Alkaloids Makaluvamine D and Discorhabdin C: The 4,6,7-Trimethoxyindole Approach

  摘要：

  A new and efficient synthesis of the tricyclic quinonimine 20 as its trifluoroacetate 23 has been developed starting from the commercially available 2,4,5-trimethoxybenzaldehyde and proceeding via the hitherto unknown 4,6,7-trimethoxyindole (7). Quinonimine 23 is the late stage key intermediate in several previously reported syntheses of the biologically active pyrrolo[4,3,2-de]-quinoline marine alkaloids discorhabdin C (1) and makaluvamine D (3).

  DOI：

  10.1021/jo00111a043

文献信息

• NOVEL INDOLIC DERIVATIVES, THEIR PREPARATION PROCESSES AND THEIR USES IN PARTICULAR AS ANTIBACTERIALS
  申请人：Denis Jean-Noel Marie Leon

  公开号：US20100144726A1

  公开（公告）日：2010-06-10

  The invention relates to the use of at least one compound of the formula (I), in which R and R 3 are particularly a hydrogen atom, R 1 is particularly a hydrogen atom or a methyl, ethyl or isobutyl mi group, R 4 , R 5 , R 6 and R 7 are independently a hydrogen atony, an alkoxyl group with 1 to 7 carbon atoms or a halogen atom, R 2 is a hydrogen atom, an O − group or an OH group, B is an N-GP 1 or NR c , group, GP 1 being a Boc or Cbz group, and R c is a hydrogen atom or a methyl or t-butyl group, for preparing a drug for treating conditions associated with bacterial infections, in particular for treating bacterial diseases.

  该发明涉及使用至少一种具有以下式（I）的化合物，其中R和R3特别是氢原子，R1特别是氢原子或甲基、乙基或异丁基mi基团，R4、R5、R6和R7独立地是氢原子、具有1至7个碳原子的烷氧基团或卤原子，R2是氢原子、O−基团或OH基团，B是N-GP1或NRc基团，GP1是Boc或Cbz基团，Rc是氢原子或甲基或叔丁基基团，用于制备用于治疗与细菌感染相关的疾病症状的药物，特别是用于治疗细菌性疾病。
• NOUVEAUX DERIVES INDOLIQUES, LEURS PROCEDES DE PREPARATION ET LEURS UTILISATIONS NOTAMMENT EN TANT QU'ANTIBACTERIENS
  申请人：Université Joseph Fourier

  公开号：EP2121601B1

  公开（公告）日：2016-06-15
• Marine Alkalod Makaluvamines and Derivatives Thereof
  申请人：Velu Sadanandan E.

  公开号：US20100144779A1

  公开（公告）日：2010-06-10

  The present disclosure provides compounds based on the marine alkaloid makaluvamine. Described are compounds of the general formula (I) and (II). Also described are pharmaceutical compositions comprising one or more of the compounds of the general formula (I) and (II). The compounds and pharmaceutical compositions described inhibit the growth of several cancer lines, induce apoptosis and cell cycle arrest, display topoisomerase II inhibitory activity and modulate the activity and/or expression of key proteins involved in the regulation of cell growth. Methods of treatment and prevention using the compounds and pharmaceutical compositions described are also provided.
• US8343964B2
  申请人：——

  公开号：US8343964B2

  公开（公告）日：2013-01-01
• [EN] MARINE ALKALOID MAKALUVAMINES AND DERIVATIVES THEREOF<br/>[FR] ALCALOÏDES MAKALUVAMINES MARINS ET LEURS DÉRIVÉS
  申请人：UAB RESEARCH FOUNDATION

  公开号：WO2008103483A2

  公开（公告）日：2008-08-28

  [EN] The present disclosure provides compounds based on the marine alkaloid makaluvamine. Described are compounds of the general formula (I) and (II). Also described are pharmaceutical compositions comprising one or more of the compounds of the general formula (I) and (II). The compounds and pharmaceutical compositions described inhibit the growth of several cancer lines, induce apoptosis and cell cycle arrest, display topoisomerase II inhibitory activity and modulate the activity and/or expression of key proteins involved in the regulation of cell growth. Methods of treatment and prevention using the compounds and pharmaceutical compositions described are also provided.
  [FR] La présente invention concerne des composés fondés sur l'alcaloïde makaluvamine marin. Les composés de formule générale (I) et (II) sont décrits. L'invention concerne également des compositions pharmaceutiques comprenant un ou plusieurs des composés de formule générale (I) et (II). Les composés et les compositions pharmaceutiques décrits inhibent la croissance de plusieurs lignées cancéreuses, induisent l'apoptose et stoppent le cycle cellulaire, affichent une activité d'inhibition de la topoisomérase II et modulent l'activité et/ou l'expression de protéines clés impliquées dans la régulation de la croissance cellulaire. L'invention concerne également des procédés de traitement et de prévention qui utilisent les composés et les compositions pharmaceutiques décrits.