ChemInform Abstract: Synthesis, SAR and Intramolecular Hydrogen Bonding Pattern of 1,3,5-Trisubstituted 4,5-Dihydropyrazoles as Potent Cannabinoid CB1 Receptor Antagonists

The synthesis, structure–activity relationship (SAR) studies and intramolecular hydrogen bonding pattern of 1,3,5-trisubstituted 4,5-dihydropyrazoles are described. The target compounds 6–18 represent a novel class of potent and selective CB1 receptor antagonists. Based on X-ray diffraction data, the orally active 17 is shown to elicit a different intramolecular H-bonding mode as compared to ibipinabant (3) and SLV330 (4).