4-Hydroxy-1-methyl-1H-indole-5-carboxylic acid methyl ester | 849100-45-4

• 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-Hydroxy-1-methyl-1H-indole-5-carboxylic acid methyl ester
• 英文别名: Methyl 4-hydroxy-1-methyl-indole-5-carboxylate；methyl 4-hydroxy-1-methylindole-5-carboxylate
• CAS: 849100-45-4
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: BKNNEMFPUYJMRW-UHFFFAOYSA-N

物化性质

• 熔点：
  87-88 °C
• 沸点：
  347.1±22.0 °C(Predicted)
• 密度：
  1.26±0.1 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：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-1-methyl-1H-indole-5-carboxylic acid methyl ester 在 potassium hydrogencarbonate 、 sodium amide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 8.0h， 生成 (Z)-3-Hydroxy-1-(4-methoxy-1-methyl-1H-indol-5-yl)-3-phenyl-propenone
  参考文献：
  名称：

  Synthesis of 4-hydroxy-1-methylindole and benzo[b]thiophen-4-ol based unnatural flavonoids as new class of antimicrobial agents☆

  摘要：

  Synthesis of nitrogen and sulfur heterocyclic mimics of furanoflavonoids have been achieved for the first time. Synthesized flavonoid alkaloids and thiophenyl flavonoids have been screened for antifungal and antibacterial activities. All the test compounds barring 25 exhibited antifungal activity. The compound 19 was the best and showed comparable MICs to the known compound karanjin. Compounds 5, 12, 14 and 22 also showed comparable MIC to karanjin. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.032
• 作为产物：
  描述：

  1-methyl-4-oxo-4,5,6,7-tetrahydroindole-5-carboxylic acid methyl ester 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 以85%的产率得到4-Hydroxy-1-methyl-1H-indole-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of 4-hydroxy-1-methylindole and benzo[b]thiophen-4-ol based unnatural flavonoids as new class of antimicrobial agents☆

  摘要：

  Synthesis of nitrogen and sulfur heterocyclic mimics of furanoflavonoids have been achieved for the first time. Synthesized flavonoid alkaloids and thiophenyl flavonoids have been screened for antifungal and antibacterial activities. All the test compounds barring 25 exhibited antifungal activity. The compound 19 was the best and showed comparable MICs to the known compound karanjin. Compounds 5, 12, 14 and 22 also showed comparable MIC to karanjin. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.032

文献信息

• [EN] ANTIBACTERIAL COMPOUNDS AND METHODS FOR USE<br/>[FR] COMPOSÉS ANTIBACTÉRIENS ET LEURS MÉTHODES D'UTILISATION
  申请人：PTC THERAPEUTICS INC

  公开号：WO2013033258A1

  公开（公告）日：2013-03-07

  The present description relates to compounds and forms and pharmaceutical compositions thereof and methods for use thereof to treat or ameliorate bacterial infections caused by wild-type and multi-drug resistant Gram-negative and Gram-positive pathogens.

  本文描述了化合物、形式及其制药组合物以及使用方法，用于治疗或缓解由野生型和多重耐药革兰氏阴性和革兰氏阳性病原体引起的细菌感染。
• ANTIBACTERIAL COMPOUNDS AND METHODS FOR USE
  申请人：PTC THERAPEUTICS, INC.

  公开号：US20150038437A1

  公开（公告）日：2015-02-05

  The present description relates to compounds and forms and pharmaceutical compositions thereof and methods for use thereof to treat or ameliorate bacterial infections caused by wild-type and multi-drug resistant Gram-negative and Gram-positive pathogens.

  本说明涉及化合物和形式以及其制药组合物，以及使用它们治疗或改善由野生型和多重耐药革兰氏阴性和革兰氏阳性病原体引起的细菌感染的方法。
• Antibacterial compounds and methods for use
  申请人：Branstrom Arthur

  公开号：US09409905B2

  公开（公告）日：2016-08-09

  The present description relates to compounds and forms and pharmaceutical compositions thereof and methods for use thereof to treat or ameliorate bacterial infections caused by wild-type and multi-drug resistant Gram-negative and Gram-positive pathogens.

  本说明涉及化合物及其形式和制药组合物，以及使用它们的方法，以治疗或改善由野生型和多重耐药革兰氏阴性和革兰氏阳性病原体引起的细菌感染。
• US9409905B2
  申请人：——

  公开号：US9409905B2

  公开（公告）日：2016-08-09
• Synthesis of 4-hydroxy-1-methylindole and benzo[b]thiophen-4-ol based unnatural flavonoids as new class of antimicrobial agents☆
  作者：Prem P. Yadav、Prasoon Gupta、A.K. Chaturvedi、P.K. Shukla、Rakesh Maurya

  DOI：10.1016/j.bmc.2004.12.032

  日期：2005.3.1

  Synthesis of nitrogen and sulfur heterocyclic mimics of furanoflavonoids have been achieved for the first time. Synthesized flavonoid alkaloids and thiophenyl flavonoids have been screened for antifungal and antibacterial activities. All the test compounds barring 25 exhibited antifungal activity. The compound 19 was the best and showed comparable MICs to the known compound karanjin. Compounds 5, 12, 14 and 22 also showed comparable MIC to karanjin. (C) 2005 Elsevier Ltd. All rights reserved.