869096-24-2

Upstream product

• 16502-01-5 tetrahydrobetacarboline 
• 6502-82-5 N_b-formyltryptamine 
• 168824-94-0 1,3,4,9-Tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester 
• 4894-26-2 3,4-dihydro-β-carboline 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1421697-02-0 (4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-18-8 (4R,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-01-9 (4S,12bS)-4-phenyl-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-17-7 (4R,12bS)-4-phenyl-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-72-4 (4S,12bS)-4-o-tolyl-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-75-7 (4R,12bS)-4-m-tolyl-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-74-6 (4S,12bS)-4-m-tolyl-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-04-2 (4S,12bS)-4-(4-bromophenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-20-2 (4R,12bS)-4-(4-bromophenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-05-3 (4S,12bS)-12-tosyl-4-(4-(trifluoromethyl)phenyl)-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-21-3 (4R,12bS)-12-tosyl-4-(4-(trifluoromethyl)phenyl)-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 

Relevant academic research and scientific papers

Conformationally constrained N1-arylsulfonyltryptamine derivatives as 5-HT6 receptor antagonists

Several series of conformationally constrained N1- arylsulfonyltryptamine derivatives were prepared and tested for 5-HT6 receptor binding affinity and ability to modulate cAMP production in a cyclase assay. The 3-piperidin-3-yl-, 3-(1-methylpyrrolidin-2-ylmethyl)-, and 3-pyrrolidin-3-yl-1H-indole arrays (8-13) appear to be able to adopt a conformation that allows high affinity 5-HT6 receptor binding, while the β-carboline array 14 binds with a significantly weaker (10- to 100-fold) affinity. N1-Benzenesulfonyl-3-piperidin-3-yl-1H-indole 9a is a high affinity full agonist with EC50 = 24 nM. Several of the N1-arylsulfonyl-3-(1-methylpyrrolidin-2-ylmethyl)-1H-indole derivatives behave as very potent antagonists ((S)-11r, (S)-11t; IC50 = 0.8, 1.0 nM).

Enyne and dienyne metathesis reactions in β-carbolines

New indolic enynes and dienynes, based on the β-carboline system, give metathesis products with ruthenium catalysts. The synthesis of the starting materials is readily achieved from tryptamine. The tuning up of the conditions for the metathesis is discussed. Cascade metathesis gives an oxidized pentacyclic product.