Abstract
The title compound, C22H18ClN3S, was synthesized by the reaction of 4-chlorobenzaldehyde, tetrahydrothiopyran-4-one and 3-methyl-1-phenyl-1H-pyrazol-5-amine in acetic acid without a catalyst. The pyridine and pyrazole rings are almost coplanar, the dihedral angle between their mean planes being 2.50 (1)°. The thiopyran ring exhibits an envelope conformation. The crystal packing is stabilized by intermolecular C—H⋯Cl hydrogen bonds and by C—H⋯π and π–π interactions [centroid–centroid distances of 3.825 (2) Å between pyridine rings and 3.557 (2) Å between pyrazole and pyridine rings.
Highlights
The title compound, C22H18ClN3S, was synthesized by the reaction of 4-chlorobenzaldehyde, tetrahydrothiopyran-4-one and 3-methyl-1-phenyl-1H-pyrazol-5-amine in acetic acid without a catalyst
The pyrazolo[3,4-b]pyridine system represents the core skeleton of a pharmaceutically important class of heterocyclic compounds that possess a broad range of biological activity, see: Beutner et al (2009); Hamblin et al (2008); Jiang et al
The pyrazolo[3,4-b]pyridine system as a key heterocycle represents the core skeleton of a pharmaceutically important class of heterocyclic compounds that possess a broad range of biological activities (Beutner et al, 2009), such as anxiolytic activity (Meiners et al, 1982), and can be used in the inhibition of xanthine oxidases (Lynck et al, 1988), cholesterol formation and in the treatment of Alzheimer's disease, gastrointestinal diseases, anorexia nervosa, drug and alcohol withdrawal symptoms, drug addiction and infertility
Summary
H Cl hydrogen bonds and by C—H and – interactions [centroid–centroid distances of 3.825 (2) Å between pyridine rings and 3.557 (2) Å between pyrazole and pyridine rings
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
