36796-46-0Relevant academic research and scientific papers
Synthesis and investigations of double-pharmacophore ligands for treatment of chronic and neuropathic pain
Vardanyan, Ruben,Vijay, Gokhale,Nichol, Gary S.,Liu, Lu,Kumarasinghe, Isuru,Davis, Peg,Vanderah, Todd,Porreca, Frank,Lai, Josephine,Hruby, Victor J.
experimental part, p. 5044 - 5053 (2009/12/04)
Acids 9a-f as possible bivalent ligands designed as a structural combination of opioid μ-agonist (Fentanyl) and NSAID (Indomethacin) activities and produced compounds which were tested as analgesics. The obtained series of compounds exhibits low affinity and activity both at opioid receptors and as cyclooxygenase (COX) inhibitors. One explanation of the weak opioid activity could be stereochemical peculiarities of these bivalent compounds which differ significantly from the fentanyl skeleton. The absence of significant COX inhibitory properties could be explained by the required substitution of an acyl fragment in the indomethacin structure for 4-piperidyl.
Synthesis and conformational study of 1,2,3,4,5,6,7,8-octahydro-1,6- naphthiridines
Esipova,Borisenko,Terent'ev,Grishina,Herzshuh
, p. 742 - 747 (2007/10/03)
A new class of endocyclic enamines, 1,6-disubstituted 1,2,3,4,5,6,7,8- octahydro-1,6-naphthiridines, was synthesized from 4-piperidone imines by successive subjecting the latter to lithiation with lithium diethylamide, to alkylation with 1-bromo-3-chloropropane, and to intramolecular cyclization. All stages were carried out as a unique process without isolation of the intermediate compounds. A thorough optimization of the process conditions, workup, and product storage was carried out. The conformational study of 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines was performed. Pleiades Publishing, Inc. 2006.
A simple and convenient route to 1,2,3,4,5,6,7,8-octahydro-1,6- naphthyridines
Gaidarova, Elena L.,Borisenko, Anatoly A.,Chumakov, Taras I.,Mel'nikov, Andrey V.,Orlov, Ivan S.,Grishina, Galina V.
, p. 7767 - 7770 (2007/10/03)
A simple and convenient synthetic approach to the new series of 1,2,3,4,5,6,7,8-octahydro-1,6-naphthyridines 1a-j has been developed. This was achieved via a one-pot process combining metalated 4-piperidinonimine alkylation and intramolecular cyclization.
