Abstract
The title pyridazinone derivative, C19H14Cl2N2O, an important pharmacophore with a wide variety of biological applications is not planar, the chloro-phenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)°]. In the crystal, N-H⋯O hydrogen bonds form inversion dimers with an R 2 2(8) ring motif and C-H⋯Cl hydrogen bonds also occur. The roles of the inter-molecular inter-actions in the crystal packing were clarified using Hirshfeld surface analysis, and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (37.9%), C⋯H/H⋯C (18.7%), Cl⋯H/ H⋯Cl (16.4%) and Cl⋯C/C⋯Cl (6.7%) contacts.
Highlights
Said Daoui,a Emine Berrin Cinar,b* Necmi Dege,b Tarik Chelfi,a Fouad El Kalai,a Abdulmalik Abudunia,c* Khalid Karrouchid and Noureddine Benchata
The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)]
The roles of the intermolecular interactions in the crystal packing were clarified using Hirshfeld surface analysis, and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from HÁ Á ÁH (37.9%), CÁ Á ÁH/HÁ Á ÁC (18.7%), ClÁ Á ÁH/ HÁ Á ÁCl (16.4%) and ClÁ Á ÁC/CÁ Á ÁCl (6.7%) contacts
Summary
Pyridazines are an important family of six-membered aromatic heterocycles containing two nitrogen atoms. Pyridazinone is an important pharmacophore possessing a wide range of biological activities including antitumor (Bouchmaa et al, 2018, 2019), anti-inflammatory (Boukharsa et al, 2018), antihypertensive (Siddiqui et al, 2011), antidepressant (Boukharsa et al, 2016), anti-HIV (Livermore et al, 1993), antihistaminic (Tao et al 2012), analgesic (Gokce et al, 2009) and anticonvulsant (Partap et al, 2018) and is used in glucan synthase inhibitors (Zhou et al, 2011) and herbicidal agents (Asif et al, 2013). The chemistry of pyridazinones has been an interesting field of study for decades and this nitrogen heterocycle has become a scaffold of choice for the development of potential drug candidates (Dubey et al, 2015; Thakur et al, 2010). Symmetry codes: (i) Àx; Ày þ 2; Àz þ 1; (ii) Àx þ 12; y À 12; Àz þ 32
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
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 call
