2-(1H-indol-3-yl)-N,N-diisopropyl-2-oxoacetamide | 93537-80-5

• 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-(1H-indol-3-yl)-N,N-diisopropyl-2-oxoacetamide
• 英文别名: 2-(1H-indol-3-yl)-2-oxo-N,N-di(propan-2-yl)acetamide
• CAS: 93537-80-5
• 化学式: C₁₆H₂₀N₂O₂
• 分子量: 272.347
• InChiKey: STYFQZDTVQACEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(1H-indol-3-yl)-N,N-diisopropyl-2-oxoacetamide 在 lithium aluminium deuteride 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到N,N-diisopropyl-[α,α,β,β-d4]-tryptamine
  参考文献：
  名称：

  Microwave-accelerated synthesis of psychoactive deuteratedN,N-dialkylated-[α,α,β,β-d₄]-tryptamines

  摘要：

  已知大量N,N-二烷基色胺对人类具有精神活性效应。这使得其在临床和法医领域受到越来越多的关注。氘代色胺非常适合用作MS生物分析过程中的内标，或在生物化学NMR研究中使用。本研究报告了一种通过锂铝氘化物还原甘油醛酰胺前体（Speeter和Anthony法获得）合成22种N,N-二烷基-[α,α,β,β-d4]-色胺的微波促进合成方法。合成在单模系统中进行，高温高压条件下使用无水四氢呋喃作为溶剂，温度为150°C。5分钟内即可获得良好的产率。版权所有 © 2008 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1557
• 作为产物：
  描述：

  吲哚-3-乙醛酰氯 、 二异丙胺 生成 2-(1H-indol-3-yl)-N,N-diisopropyl-2-oxoacetamide
  参考文献：
  名称：

  [EN] TRANSMUCOSAL DELIVERY OF PSYCHOACTIVE COMPOUNDS
  [FR] ADMINISTRATION TRANSMUCOSALE DE COMPOSÉS PSYCHOACTIFS

  摘要：

  The present disclosure relates to psychoactive, such as psychedelic compounds, pharmaceutical formulations and dosage units for the transmucosal delivery of psychoactive compounds, comprising a sweetener salt or sweetener ionic liquid of a psychoactive compound. The compounds, formulations and dosage units according to the invention are advantageously employed in a method for the nasal, buccal, sublabial, or sublingual administration of a psychoactive, such as a psychedelic compound to a subject. Also disclosed are compounds, formulations and compositions for use as a medicament in a method of prophylactically or curatively treating a subject suffering from a psychiatric disease or disorder.

  公开号：

  WO2023177294A1

文献信息

• Microwave-accelerated synthesis of psychoactive deuterated<i>N</i>,<i>N</i>-dialkylated-[<i>α</i>,<i>α</i>,<i>β</i>,<i>β</i>-d₄]-tryptamines
  作者：Simon D. Brandt、Sri Subha Tirunarayanapuram、Sally Freeman、Nicola Dempster、Steven A. Barker、Paul F. Daley、Nicholas V. Cozzi、Cláudia P. B. Martins

  DOI：10.1002/jlcr.1557

  日期：2008.11

  A large number of N,N-dialkylated tryptamines are known to induce psychoactive effects in humans. This has resulted in their increased attention within clinical and forensic communities. Deuterated tryptamines are ideal for use as internal standards during MS bioanalysis or of use in biochemical NMR studies. The present study reports on a microwave-enhanced synthesis of 22 N,N-dialkylated-[α,α,β,β-d4]-tryptamines via the reduction with lithium aluminium deuteride of glyoxalylamide precursors obtained by the procedure of Speeter and Anthony. Syntheses were carried out using a single-mode system under elevated pressure conditions where anhydrous tetrahydrofuran was used as the solvent at 150°C. Good yields were obtained within 5 min. Copyright © 2008 John Wiley & Sons, Ltd.

  已知大量N,N-二烷基色胺对人类具有精神活性效应。这使得其在临床和法医领域受到越来越多的关注。氘代色胺非常适合用作MS生物分析过程中的内标，或在生物化学NMR研究中使用。本研究报告了一种通过锂铝氘化物还原甘油醛酰胺前体（Speeter和Anthony法获得）合成22种N,N-二烷基-[α,α,β,β-d4]-色胺的微波促进合成方法。合成在单模系统中进行，高温高压条件下使用无水四氢呋喃作为溶剂，温度为150°C。5分钟内即可获得良好的产率。版权所有 © 2008 John Wiley & Sons, Ltd.
• [EN] TRANSMUCOSAL DELIVERY OF PSYCHOACTIVE COMPOUNDS<br/>[FR] ADMINISTRATION TRANSMUCOSALE DE COMPOSÉS PSYCHOACTIFS
  申请人：[en]PLETHORA THERAPEUTICS B.V.

  公开号：WO2023177294A1

  公开（公告）日：2023-09-21

  The present disclosure relates to psychoactive, such as psychedelic compounds, pharmaceutical formulations and dosage units for the transmucosal delivery of psychoactive compounds, comprising a sweetener salt or sweetener ionic liquid of a psychoactive compound. The compounds, formulations and dosage units according to the invention are advantageously employed in a method for the nasal, buccal, sublabial, or sublingual administration of a psychoactive, such as a psychedelic compound to a subject. Also disclosed are compounds, formulations and compositions for use as a medicament in a method of prophylactically or curatively treating a subject suffering from a psychiatric disease or disorder.