Synthesis and Biological Activity of New Ionic Compounds Based on Diphenhydramine
Yelizaveta BELYANKOVA1,3, Anuar DAULETBAKOV1,3, Dariya ZOLOTAREVA 1,3, Aruzhan IMANGELDIKYZY1, Valentina YU1,2, Alexey ZAZYBIN1,3
1Kazakh British Technical University, Almaty, Kazakhstan
2Institute of Chemical Sciences named after A.B.Bekturov, Almaty, Kazakhstan
3Satbayev University, Almaty, Kazakhstan
The study and application of alternative conditions and ways of synthesis, which is more efficient and consumes less energy, is an important part of green chemistry development. In this work, given the synthesis of the novel ionic compounds based on 2-benzhydryloxy-N,N-dimethylethanamine C17H21NO (diphenhydramine) in the classical conditions and using microwave and ultrasound activation.
Initial compound 2-benzhydryloxy-N,N-dimethylethanamine (diphenhydramine free base) were synthesized from commercially available hydrochlorides by neutralization with the potassium carbonate. Further synthesis of ionic compounds was performed via alkylation of diphenhydramine with iodo- and bromoalkanes. The synthesis occurred by using the classic conditions (reflux in acetonitrile) and using ultrasound activation and microwave irradiation.
The highest yields were observed when microwave irradiation was used to promote the reaction, ultrasound activation was less effective and lower yields were observed in classical conditions. Synthesized new ionic compounds have been experimentally studied for the biological activity such us:
1. Myelostimulating activity;
2. Growth-regulating activity;
3. Ecotoxicity;
4. Cytotoxicity;
5. Local anesthetic activity.
This work was financially supported by the Ministry of Science and Higher Education of the Republic of Kazakhstan [AP19175693 and AP19578051].