3-甲酰基-5-甲基-1H-吲哚-2-羧酸乙酯 | 79652-35-0

• 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: 3-甲酰基-5-甲基-1H-吲哚-2-羧酸乙酯
• 英文名称: 5-methyl-2-carbethoxyindole-3-carboxaldehyde
• 英文别名: 3-formyl-5-methyl-indole-2-carboxylic acid ethyl ester；3-Formyl-5-methyl-indol-2-carbonsaeure-aethylester；5-Methyl-β-formyl-α-ethoxycarbonyl-indol；ethyl 3-formyl-5-methyl-1H-indole-2-carboxylate
• CAS: 79652-35-0
• 化学式: C₁₃H₁₃NO₃
• mdl: MFCD02257703
• 分子量: 231.251
• InChiKey: DOQMHUCEKZOCLX-UHFFFAOYSA-N

物化性质

• 沸点：
  438.0±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-甲酰基-5-甲基-1H-吲哚-2-羧酸乙酯 在 五氯化磷 、 一水合肼 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 8-methyl-1-chloro-3,4-dihydro-4-oxopyridazino(4,5-b)indole
  参考文献：
  名称：

  Hiremath; Thakar; Purohit, Journal of the Indian Chemical Society, 1981, vol. 58, # 8, p. 782 - 784

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 zinc(II) cyanide 、 盐酸 、 氯仿 作用下， 生成 3-甲酰基-5-甲基-1H-吲哚-2-羧酸乙酯
  参考文献：
  名称：

  Robson, Journal of Biological Chemistry, 1925, vol. 62, p. 507

  摘要：

  DOI：

文献信息

• Phosphine‐Catalyzed [4+3] Annulation Reaction of Indole Derivatives with MBH Carbonates: A Facile Access to Indole‐1,2‐fused 1,4‐Diazepinones and Azepines
  作者：Yannan Zhu、Haoran Jiang、Yi‐Ning Wang

  DOI：10.1002/cjoc.202300505

  日期：2024.2

  phosphine-catalyzed [4+3] annulation between dinucleophilic indole derivatives and Morita−Baylis−Hillman (MBH) carbonates was discovered by using the N1 and N4′/C4′ nucleophilicities of the indole precursors, in which indoles act as four atom synthons. This protocol provides an efficient and facile access to indole-1,2-fused 1,4-diazepinones and azepines in good to high yields in one step, which illustrates potential

  利用吲哚前体的 N1 和 N4'/C4' 亲核性，发现了双亲核吲哚衍生物和 Morita-Baylis-Hillman (MBH) 碳酸盐之间的膦催化 [4+3] 成环反应，其中吲哚充当四个原子合成子。该方案提供了一种高效、便捷地一步获得吲哚-1,2-融合的 1,4-二氮杂酮和氮杂卓化合物的方法，其产率从良好到高，这说明了药物发现中潜在的合成用途。
• Tricyclic amines as novel cholinesterase inhibitors
  申请人：PFIZER INC.

  公开号：EP0441517A2

  公开（公告）日：1991-08-14

  Compounds of the formula:- wherein P is Ring A is benzo, thieno, pyrido, pyrazino, pyrimido, furano, selenolo or pyrrolo; and R¹ to R¹³, E, G, L, M, X and n have the meanings stated in the text. The compounds are cholinesterase inhibitors useful in the treatment of dementia and Alzheimer's disease.

  式中的化合物： - 其中 P 是 环 A 是苯并、噻吩并、吡啶并、吡嗪并、嘧啶并、呋喃并、硒并或吡咯并；以及 R¹至 R¹³、E、G、L、M、X 和 n 具有文中所述的含义。 这些化合物是胆碱酯酶抑制剂，可用于治疗痴呆症和阿尔茨海默病。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Substituted indoles, process for the production thereof and use thereof for combatting pain
  申请人：——

  公开号：US20040225003A1

  公开（公告）日：2004-11-11

  The invention relates to substituted indoles, method for production thereof, medicaments containing said compounds and use of said compounds for the production of medicaments.

  本发明涉及取代吲哚、其生产方法、含有所述化合物的药物以及使用所述化合物生产药物。
• Synthesis and antituberculosis activity of indole–pyridine derived hydrazides, hydrazide–hydrazones, and thiosemicarbazones
  作者：Valeriya Velezheva、Patrick Brennan、Pavel Ivanov、Albert Kornienko、Sergey Lyubimov、Konstantin Kazarian、Boris Nikonenko、Konstantin Majorov、Alexander Apt

  DOI：10.1016/j.bmcl.2015.12.049

  日期：2016.2

  We describe the design, synthesis, and in vitro antimycobacterial activity of a series of novel simple hybrid hydrazides and hydrazide-hydrazones combining indole and pyridine nuclei. The compounds are derivatives of 1-acetylindoxyl or substituted indole-3-carboxaldehydes tethered via a hydrazine group by simple CAN or double C=N bonds with 3-and 4-pyridines, 1-oxide 3-and 4-pyridine carbohydrazides. The most active of 15 compounds showed MICs values against an INH-sensitive strain of Mycobacterium tuberculosis H37Rv equal to that of INH (0.05-2 mu g/mL). Five compounds demonstrated appreciable activity against the INH-resistant M. tuberculosis CN-40 clinical isolate (MICs: 2-5 mu g/mL), providing justification for further in vivo studies. (C) 2015 Elsevier Ltd. All rights reserved.