Name: 7-Chloro-4-(piperazin-1-yl)quinoline. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Synthesis of novel amodiaquine analogs and evaluation of their in vitro and in vivo antimalarial activities. Author is Tahghighi, Azar; Parhizgar, Arezoo Rafie; Karimi, Safoura; Irani, Mahboubeh.
In this study, new amodiaquine (AQ) analogs I (R = Et, i-Pr, 4-methylpentan-2-yl, etc.) were synthesized, followed by an evaluation of their antiplasmodial activity. Compounds I were synthesized by reacting 4-[[4-(7-chloroquinolin-4-yl)piperazin-1-yl]methyl]benzonitrile with appropriate primary amines RNH2. The synthesized compounds were investigated for inhibitory activity by the inhibition test of heme detoxification (ITHD). Their antiplasmodial activity was then evaluated using the classical 4-day suppressive test (Peter’s test) against Plasmodium berghei-infected mice (ANKA strain). The results showed that the percentage of heme detoxification inhibition in the active compounds was 90%. The most promising analogs, I (R = n-Bu, 4-methylpentan-2-yl), displayed 97.65 and 99.18% suppressions at the doses of 75 and 50 mg/kg/day, resp. Further, the mean survival time of the mice treated with these compounds was higher than that of the neg. control group. The newly synthesized amodiaquine analogs presented sufficient antiplasmodial activity with excellent suppressions and high in vitro heme detoxification inhibition. Higher mean survival time of the mice treated with the synthetic compounds further confirmed the in vivo antimalarial activity of these new AQ analogs. Therefore, I have the potential to replace common drugs from the 4-aminoquinoline class. However, further investigations such as pharmacokinetic evaluations, cytotoxicity, toxicity, and formulation are necessary.
In addition to the literature in the link below, there is a lot of literature about this compound(7-Chloro-4-(piperazin-1-yl)quinoline)Name: 7-Chloro-4-(piperazin-1-yl)quinoline, illustrating the importance and wide applicability of this compound(837-52-5).
Reference:
Bromide – Wikipedia,
bromide – Wiktionary