105214-06-0Relevant articles and documents
Pyrroloquinoline scaffold-based 5-HT6R ligands: Synthesis, quantum chemical and molecular dynamic studies, and influence of nitrogen atom position in the scaffold on affinity
Grychowska, Katarzyna,Kurczab, Rafa?,?liwa, Pawe?,Sata?a, Grzegorz,Dubiel, Krzysztof,Mat?oka, Miko?aj,Moszczyński-P?tkowski, Rafa?,Pieczykolan, Jerzy,Bojarski, Andrzej J.,Zajdel, Pawe?
, p. 3588 - 3595 (2018/05/31)
Based on pyrroloquinoline scaffold bearing 5-HT2C agonists, a series of arylsulfonamide derivatives of 1H-pyrrolo[2,3-f]quinoline and 1H-pyrrolo[3,2-h]quinoline, substituted at position 3 with tetrahydropyridine, were synthesized and evaluated in vitro for their affinity for 5-HT6 receptors. A structure–activity relationship study showed that the 1H-pyrrolo[3,2-h]quinoline scaffold was more favorable for 5-HT6R binding than the 1H-pyrrolo[2,3-f]quinoline one, suggesting dependence upon the type of condensation of the pyrrole and quinoline rings. As revealed by quantum-chemical calculations and molecular dynamic studies, position of the quinoline nitrogen atom in the planar pyrroloquinoline skeleton might affect the spatial orientation of the arylsulfonyl fragment, as a result of structure stabilization by internal hydrogen bonds.
Vicarious Nucleophilic Substitution in Nitroquinolines
Makosza, Mieczyslaw,Kinowski, Andrzej,Danikiewicz, Witold,Mudryk, Boguslaw
, p. 69 - 77 (2007/10/02)
5-Nitro-, 6-nitro-, and 8-nitroquinoline react with the carbanions of chloromethyl phenyl sulfone, chloro-N,N-dimethylmethanesulfonamide and substituted acetonitriles XCH2CN (X=OPh, SPh, Cl) giving products of the vicarious nucleophilic substitution of hy
