Next Article in Journal
Organoelement Compounds Crystallized In Situ: Weak Intermolecular Interactions and Lattice Energies
Next Article in Special Issue
Crystal Structural Analysis of DL-Mandelate Salt of Carvedilol and Its Correlation with Physicochemical Properties
Previous Article in Journal
Exploring the Adsorption Mechanism of Tetracene on Ag(110) by STM and Dispersion-Corrected DFT
Previous Article in Special Issue
Effect of Solid Forms on Physicochemical Properties of Valnemulin
Open AccessArticle

Three Multi-Components Reaction: Synthesis and X-Ray Single-Crystal of Hydroacridinone-Based Hydrazino-S-Triazine Derivative as a New Class of Urease Inhibitor

1
Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia
2
Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt
3
H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan
*
Author to whom correspondence should be addressed.
Crystals 2020, 10(1), 14; https://doi.org/10.3390/cryst10010014
Received: 22 November 2019 / Revised: 25 December 2019 / Accepted: 26 December 2019 / Published: 30 December 2019
(This article belongs to the Special Issue Pharmaceutical Crystals and Its Application)
The one-pot fashion of three multi-component reaction provides the desired hydroacridinone-based hydrazino-s-triazine scaffold 4. Compound 4 was crystallized in an orthorhombic crystal system and Pbca space group with a = 11.6271(2) Å, b = 18.2018(4) Å, c = 32.4721(6) Å, and α = β = γ = 90° with one formula unit per asymmetric unit and eight molecules per unit cell. Additionally, structural features, Hirshfeld surfaces, and DFT studies were also investigated. Its packing in the crystal is controlled by H…H (63.4%), O…H (12.7%), Cl…H (7.2%), N…H (4.7%), and C…H (10.2%) contacts, where the O…H and Cl…H contacts were found the strongest. In vitro urease inhibition evaluation showed that the hydroacridinone-based hydrazino-s-triazine is more active (IC50 = 17.9 ± 0.47 µM) than the standard acetohydroxamic acid (IC50 = 20.3 ± 0.43 µM). View Full-Text
Keywords: three-component reaction; hydroacridinone; hydrazino-s-triazine; urease inhibitors; DFT; Hirshfeld surfaces three-component reaction; hydroacridinone; hydrazino-s-triazine; urease inhibitors; DFT; Hirshfeld surfaces
Show Figures

Graphical abstract

MDPI and ACS Style

Barakat, A.; Soliman, S.M.; El-Faham, A.; Ali, M.; Al-Majid, A.M.; Yousuf, S.; Choudhary, M.I. Three Multi-Components Reaction: Synthesis and X-Ray Single-Crystal of Hydroacridinone-Based Hydrazino-S-Triazine Derivative as a New Class of Urease Inhibitor. Crystals 2020, 10, 14.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop