2481-70-1

Upstream product

• 82-58-6 D-lysergic acid 
• 2481-70-1 rac-9,10-dihydrolysergic acid 
• 82-58-6 (+/-)-lysergic acid 
• 1752-45-0 rac-6-methyl-5α-ergoline-8β-carboxylic acid hydrazide 
• 1752-45-0 rac-6-methyl-5α-ergoline-8α-carboxylic acid hydrazide 
• 62592-62-5 methyl (3β)-2,3-dihydrolysergate 
• 30341-92-5 #rac-ergoline-8β-carboxylic acid methyl ester 
• 1752-45-0 rac-6-methyl-ergoline-8α-carboxylic acid hydrazide 
• 109502-14-9 rac-1-acetyl-6-methyl-(3β)-9,10-didehydro-2,3-dihydro-ergoline-8β-carbonitrile 
• 1420013-02-0 C₁₀H₁₀BrNO₂ 
• 1420013-23-5 N-(2-bromo-3-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)phenyl)acetamide 
• 158479-05-1 4-hydroxy-1,3,4,5-tetrahydrobenzindole 
• 51867-06-2 1-benzoyl-1,2,2a,3-tetrahydrobenzindol-4-(5H)-one 

Downstream Products

• 62268-45-5 (6aS,9S)-7-Methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid [(S)-1-((3S,8aS)-3-benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-2-methyl-propyl]-amide 
• 2481-70-1 9,10-Dihydrolysergsaeure 
• 5878-43-3 9,10-dihydrolysergic acid 
• 3006-19-7 methyl (6aRS,9RS,10aSR)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo<4,3-fg>quinoline-9-carboxylate 

Relevant academic research and scientific papers

Total synthesis of dihydrolysergic acid and dihydrolysergol: development of a divergent synthetic strategy applicable to rapid assembly of D-ring analogs

Abstract The total syntheses of dihydrolysergic acid and dihydrolysergol are detailed based on a Pd(0)-catalyzed intramolecular Larock indole cyclization for the preparation of the embedded tricyclic indole (ABC ring system) and a subsequent powerful inverse electron demand Diels-Alder reaction of 5-carbomethoxy-1,2,3-triazine with a ketone-derived enamine for the introduction of a functionalized pyridine, serving as the precursor for a remarkably diastereoselective reduction to the N-methylpiperidine D-ring. By design, the use of the same ketone-derived enamine and a set of related complementary heterocyclic azadiene [4+2] cycloaddition reactions permitted the late stage divergent preparation of a series of alternative heterocyclic derivatives not readily accessible by more conventional approaches.

Ergoline derivatives as highly potent and selective antagonists at the somatostatin sst1 receptor

Non-peptidic compounds containing the octahydro-indolo[4,3-fg]quinoline (ergoline) structural element have been optimized into derivatives with high affinity (pKd r sst1 > 9) and selectivity (>1000-fold for h sst1 over h sst2-h sst5) for the somatostatin sst1 receptor. In functional assays, these ergolines act as antagonists at human recombinant sst1 receptors. Pharmacokinetic studies in rodents reveal good oral bioavailability and brain penetration for some of these compounds.