Gas Liquid Chromatographic and Mass Spectrometric Studies on Trimethylsilyl Derivatives of N-Methyl- and N,N-Dimethyltryptamines
N. Narasimhachari, J. Spaide, Bh Heller
Journal of Chromatographic Science August 1, 1971 DOI: 10.1093/chromsci/9.8.502 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Method development or analytical study Peer reviewed |
|---|---|
| Topics | 5-MeO-DMT DMT |
| Keywords | Trimethylsilyl Substituent Derivative finance Organic chemistry Gas chromatography Nitrogen Primary astronomy Mass spectrometry Medicinal chemistry |
| Citations | 22 |
| Key points | N,N-dimethyltryptamines can be fully derivatized to trimethylsilyl derivatives on the indolic nitrogen, and primary amines yield isothiocyanates suitable for GC-MS analysis. |
Abstract
The N,N-dimethyltryptamines: N,N-dimethyltryptamine (DMT), 5-methoxy-N,N-dimethyltryptamine (5-OMe-DMT) and 5-hydroxy-dimethyltryptamine (bufotenin) were completely derivatized to trimethylsilyl (TMS) derivatives with the TMS substituent on the indolic nitrogen. The GLC data of the derivatives and the MS data of combined GC-MS analysis are described. The secondary amines N-methyltryptamine (NMT) and N-methylserotonin (NMS) gave more than one derivative but in the reaction indolic NH was found to be more reactive than the secondary amino NH. Primary amines reacted with CS2 to give isothiocyanates which have good GC properties and are ideally suited for GC-MS studies.