Cardiovascular effects of a quinidine-related compound, 4 hydroxymethyl 6 methoxy quinoline

Steric and Physicochemical Studies of Decahydroisoquinolines Possessing Antiarrhythmic Activity

“…(6) noted that the quinoline heteroatom in quinidine appears to play an important role in its antiarrhythmic action, possibly as a result of its ability to bind to the cardiac cell membrane, while the quinuclidine heteroatom is thought to hinder the transport of cations across the membrane as a result of its possible hydration (7) and/or repellency of cations. The present studies with substituted decahydroisoquinolines lend general support to this theory, since the decahydroisoquinoline molecule is capable of either: (a) binding at the cardiac cell membrane and thus altering permeability in some manner, or (b) preventing ionic transport as a result of the ionization of the tertiary amine in oiuo (Le., at physiological pH) followed by hydration of the resulting cation.…”

Arrhythmias and antiarrhythmic drugs: Mechanism of action and structure‐activity relationships I

“…It can be seen that incorporation of sufficient numbers of membrane-stabilizing molecules into the membrane obviously alters its function. It has been suggested that in addition to disturbances of the cardiac membrane conformation caused by the binding of antiarrhythmic drugs, the essential amino group may also play an important role (133,134). This basic center has a sufficiently high pKa in all antiarrhythmic drugs (except phenytoin, which is weakly acidic) to cause it to be ionized significantly a t physiological pH.…”

Advances in polymer based Friedlander quinoline synthesis

“…Quinoline scaffolds occur in large number of pharmacologically active compounds obtained from natural sources as well as prepared synthetically [1]. Quinoline derivatives has been reported to possess diverse variety of medicinal activities such as anticancer [2,3], antibacterial [4], DNA binding [5], anti-proliferative [6], antitumor [7,8], anti-tubercular [9], anticonvulsant, antihypertensive [10], anti-inflammatory, cardiovascular [11], antimalarial, antiprotozoal [12], antifungal [13], antioxidant [14], anti-HIV agents [15] and for treatment of central nervous system diseases [16]. The compounds containing quinoline moiety like pamaquine, chloroquine, tafenoquine, bulaquine, mefloquine, piperaquine, pyronaridine are the potent antimalarial agents and amodiaquine as an antimalarial and anti-inflammatory agent.…”

“…Polymer supported reagent-based Friedlander quinoline synthesis Patteux et al (2003) [39] described the solid-phase synthesis of quinolines via a modified Friedlander reaction between the resin-bound imine (10) and ketones (11). The Boc-protected aminophenol (5) was treated with commercial TentaGel-Br resin (4) to afford resin 6, which on cleavage of Boc with TFA in DCM furnished the resin 7.…”