Abstract
Use of salts and co-crystals of active pharmaceutical ingredients (APIs) as a method for tuning their delivery and activity is an area of growing interest. Modifying API properties such as solubility by finding new salts that employ similar hydrogen-bonding have been successful. In an effort to further study the hydrogen-bonding patterns of the maleate ion with other diisopropylammonium we report here the synthesis and diisopropylammonium maleate. The salt was isolated from reaction between diisopropylamine and maleic acid in methanol. The results of elementary analyzes (CHN) showed the presence of the nitrogen atom of diisopropylamine, carbon atoms and hydrogen. The IR spectrum of diisopropylammonium hydrogen maleate, showed the presence of two intense bands due to the vibrations of symmetricand anti-symmetric valence of the carboxylate group and a wide absorption due to the NH<sub>2</sub> groups of the cation. Those which has been confirmed by crystallography. The asymmetric unit contains one diisopropylammonium cation, iPr<sub>2</sub>NH<sub>2</sub><sup>+</sup> and one hydrogen maleate anion. In the structure, anions which present an inner O-H…O hydrogen bond are linked to cations through N-H…O hydrogen bonds leading to infinite chains. Chains are connected to their neighbours through weak C-H…O hydrogen bonds affording a layer. The study of the interactions of diisopropylammonium hydrogen menaleate, by the presence of hydrogen bonds leading to supramolecular architectures has shown the possibility of its use in Active Pharmaceutical Ingrédients (API).
Highlights
Various ammonium salts of maleic acid have been synthesized and structurally characterized [1,2,3,4,5,6]
Active Pharmaceutical Ingredients (APIs) having properties of increasing solubility by the presence of its hydrogen bonds like maleate should be selected for the formation of the optimal salt
Diisopropylammonium comes from diisoprylamine which was used recently with dichloroacetate as being alleviates liver fibrosis through inhibiting activation and proliferation of hepatic stellate cells [10], we investigated the interactions between diisopropylamine and maleic acid which yielded single crystals of diisopropylammonium hydrogen maleate, {[iPrNH2]+.[HCO2CH=CHCO2]-} whose crystallographic characterization is reported
Summary
Various ammonium salts of maleic acid have been synthesized and structurally characterized [1,2,3,4,5,6]. Maleate derivatives remain among the agents most used in the design of active pharmaceutical ingredients (APIs) because of its power to give APIs a high solubility. In the conext of improving the solubility of this drug, three saccharinate, maleate and oxalate salts of Ethionamide (ETH) have been synthesized [1]. Active Pharmaceutical Ingredients (APIs) having properties of increasing solubility by the presence of its hydrogen bonds like maleate should be selected for the formation of the optimal salt. Diisopropylammonium comes from diisoprylamine which was used recently with dichloroacetate as being alleviates liver fibrosis through inhibiting activation and proliferation of hepatic stellate cells [10], we investigated the interactions between diisopropylamine and maleic acid which yielded single crystals of diisopropylammonium hydrogen maleate, {[iPrNH2]+.[HCO2CH=CHCO2]-} whose crystallographic characterization is reported
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
