Crystal structure and Hirshfeld surface analysis of 5-hydroxypentanehydrazide

Carboxyhydrazides are widely used in medicinal chemistry because of their medicinal properties and many drugs have been developed containing this functional group. A suitable intermediate to obtain potential hydrazide drug candidates is the title compound 5-hydroxypentanehydrazide, C5H12N2O2 (1). The aliphatic compound can react both via the hydroxyl and hydrazide moieties forming derivatives, which can inhibit Mycobacterium tuberculosis catalase-peroxidase (KatG) and consequently causes death of the pathogen. In this work, the hydrazide was obtained via a reaction of a lactone with hydrazine hydrate. The colourless prismatic single crystals belong to the orthorhombic space group Pca21. Regarding supramolecular interactions, the compound shows classic medium to strong intermolecular hydrogen bonds involving the hydroxyl and hydrazide groups. Besides, the three-dimensional packing also shows weak H...H and C...H contacts, as investigated by Hirshfeld surface analysis (HS) and fingerprint plots (FP).

Source: Acta Crystallographica Section E - April 9, 2024 Category: Chemistry Authors: Justen, G.A. Carneiro Neto, J.S. Sousa Santana, F. Leiriane Batistel Ribas, M. Gomes da Silva de Paula, F. Dario, P.P. Gon ç alves Montes D'Oca, M. Tags: hydrazide lactone medicinal chemistry crystal structure 5-hydroxypentanehydrazide research communications Source Type: research