903902-68-1

Upstream product

• 3612-20-2 1-phenylmethyl-4-piperidone 
• 58626-97-4 [p-(methylthio)phenyl]hydrazine hydrochloride 

Downstream Products

• 1236142-53-2 5-benzoyl-2-benzyl-8-methylthio-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride 
• 903902-86-3 5-tert-butoxycarbonyl-2,3,4,5-tetrahydro-8-methylthio-2-(phenylmethyl)-1H-pyrido[4,3-b]indole 

Relevant academic research and scientific papers

Synthesis and biological activity of N-aroyl-tetrahydro-γ-carbolines

Research on dual inhibitors of both 5-LOX and COXs gained interest due to the overexpressions of these enzymes during the malignant state of the evolution of prostate cancer. In order to take part in this research, new N-aroyl-tetrahydro-γ-carbolines issued from the modification of Indomethacin have been synthesised. As for the NSAIDs, the compounds have been tested for their activity against COX1, COX2 plus against 5-LOX and against the proliferation of malignant prostate cancer. Interesting cytotoxic activities and selectivities of some tetrahydro-γ-carboline derivatives have been obtained.

Synthesis of 8-substituted tetrahydro-γ-carbolines

The Fischer reaction is applied to the synthesis of 8-substituted tetrahydro-γ-carbolines with electron-donating or electron-withdrawing groups, using catalytic or thermal methods. The reaction conditions must be varied according to the nature of the N 1 substituent of the piperidone. The best results are observed when a releasing group is present on the arylhydrazine and a benzyl substituent on the nitrogen of piperidone. Formation of carbolines with a withdrawing substituent is observed in soft acidic conditions; in others, reaction ended at the hydrazone level or did not evolve.