Category: chiral-nitrogen-ligands. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Synthesis and Antileishmanial Evaluation of Arylimidamide-Azole Hybrids Containing a Phenoxyalkyl Linker.
A mol. hybridization approach was employed where arylimidamide and azole groups were separated by phenoxyalkyl linkers in an attempt to capitalize on the favorable antileishmanial properties of both series I [X = Y = Z = CH, N; n = 2, 3, 4, 5, 6, 8, 10; R1 = R2 = H, OMe, Cl, OEt, Oi-Pr] and II. Among the target compounds synthesized I, a greater antileishmanial potency against intracellular Leishmania donovani were observed as the linker length increased from two to eight carbons and when an imidazole ring was employed as the terminal group compared to a 1,2,4-triazole group. Compound I [X = CH, Y = Z = N, R1 = H, R2 = Oi-Pr] displayed activity against L. donovani intracellular amastigotes with an IC50 value of 0.53μM. When tested in a murine visceral leishmaniasis model, compound I [X = Y = Z = CH, N; n = 2, 3, 4, 5, 6, 8, 10; R1 = R2 = H, OMe, Cl, OEt, Oi-Pr] at a dose of 75 mg/kg/day p.o. for five consecutive days resulted in a modest 33% decrease in liver parasitemia compared to the control group, which indicated that further optimization of these mols. were needed. While potent hybrid compounds bearing an imidazole terminal group were also strong inhibitors of recombinant CYP51 from L. donovani, as assessed by a fluorescence-based assay, addnl. targets were likely to play an important role in the antileishmanial action of these compounds
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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis