alexa Evaluation of the Physicochemical Properties of a Novel Antimalarial Drug Lead, Cyclen Bisquinoline
ISSN: 2329-6798

Modern Chemistry & Applications
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Research Article

Evaluation of the Physicochemical Properties of a Novel Antimalarial Drug Lead, Cyclen Bisquinoline

Mohammad Faisal Hossain1,2, Amoyaw PNA1, Hardeep S Saluja1 and Faruk Khan MO1,2*

1College of Pharmacy, Southwestern Oklahoma State University, 100 Campus Drive, Weatherford, OK 73096, USA

2Department of Pharmaceutical Sciences and Research, School of Pharmacy, Marshall University, One John Marshall Drive, Huntington, WV 25755, USA

*Corresponding Author:
Faruk Khan MO
Professor of Medicinal Chemistry
Chair, Department of Pharmaceutical Sciences and Research
School of Pharmacy, Marshall University
One John Marshall Drive, Huntington
WV 25755, USA
Tel: 13042087162
Fax: 13046967309
E-mail: khanmo@marshall.edu

Received date: April 21, 2016; Accepted date: May 11, 2016; Published date: May 13, 2016

Citation: Hossain MF, Amoyaw PNA, Saluja HS, Khan FMO (2016) Evaluation of the Physicochemical Properties of a Novel Antimalarial Drug Lead, Cyclen Bisquinoline. Mod Chem appl 4: 181. doi:10.4172/2329-6798.1000181

Copyright: © 2016 Hossain MF, et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.

 

Abstract

The purpose of this study was to evaluate physicochemical properties of an antimalarial drug lead, 4,10-bis(7- chloroquinoline)-1,4,7,10-tetraazacyclododecane (Cyclenbisquinoline; CNBQ) and its hydrochloride salt. The free base (FB) of CNBQ is a white polymorphic crystalline powder and the salt is off-white powder. The application of standard experimental protocol including differential scanning calorimetric (DSC) analyses revealed that the FB has at least four different crystalline polymorphs melting at 166°C, 178°C, 195°C and 234°C, respectively, and the salt showed a broad endotherm, suggesting it to be amorphous in nature. Equilibrium solubility and stability of both FB and salt were carried out in different mediums, and samples were analyzed using reverse phase-high performance liquid chromatography (RP-HPLC). The compound is highly hydrophobic; however, salt formation improved its water solubility by approximately 370-fold. Both FB and salt forms were stable in a wide range of conditions (acid, base, water, light and heat), except oxidation. All these properties, in addition to previously determined and published log P and pKa values would be useful in implementing the modern quality by design (QbD) approaches for further development of the drug lead.

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