Psilocybin analogues containing a stable phosphorus-carbon bond were synthesized to test their activity at serotonin 5-HT2A, 5-HT2B, and TNAP receptors. The modified compounds were designed to resist hydrolysis, potentially altering their biological effects and receptor selectivity. The work describes the chemical synthesis and initial biological evaluation of these analogues.
A continuous flow chemistry method was developed to synthesize N,N-dimethyltryptamine (DMT) and several of its analogues via a Fischer indole reaction, enabling a gram-scale production of 4.75 g of a model compound. The products were converted into stable fumarate salts for easy handling and long-term storage. The same setup also produced the commercial drug rizatriptan benzoate with high purity. The synthesis and purification used relatively green solvents, reducing environmental impact. This approach offers a scalable, efficient route for manufacturing DMT and related compounds for potential therapeutic applications.