ABSTRACT
The synthesis and pharmacological evaluation of methoxyindazoles as new inhibitors of neuronal nitric oxide synthase are presented. The 7-methoxyindazole, although less potent than 7-NI, is the most active compound of the series in an in vitro enzymatic assay of neuronal nitric oxide synthase activity. This result shows that the nitro-substitution is not indispensable to the biological activity of the indazole ring. 7-Methoxyindazole possesses in vivo NOS inhibitory as well and related antinociceptive properties.
Subject(s)
Enzyme Inhibitors/chemical synthesis , Enzyme Inhibitors/pharmacology , Indazoles/chemical synthesis , Indazoles/pharmacology , Nitric Oxide Synthase/antagonists & inhibitors , Analgesics/chemical synthesis , Analgesics/pharmacology , Animals , Arginine/pharmacology , Cerebellum/drug effects , Cerebellum/enzymology , Dose-Response Relationship, Drug , Electrons , Mice , Nitric Oxide Synthase Type I , Pain Measurement/drug effects , Rats , Structure-Activity RelationshipABSTRACT
The crystal structure of 7-nitro-1H-indazole, C(7)H(5)N(3)O(2), an inhibitor of nitric oxide synthase, shows the existence of an intramolecular hydrogen bond between an O atom of the nitro group and the NH group of the indazole ring. The crystal packing consists of intermolecular hydrogen bonding and indazole.indazole interactions.
Subject(s)
Enzyme Inhibitors/chemistry , Indazoles/chemistry , Nitric Oxide Synthase/antagonists & inhibitors , Crystallography, X-Ray , Hydrogen Bonding , Molecular StructureABSTRACT
The influence of base and solvent in Suzuki cross-coupling reaction on various 2-substituted-3-iodoimidazo[1,2-a]pyridines was reported. The reactivity was largely influenced by nature of the substituent. Optimized yields and shortened times of reaction were obtained using strong bases in DME.
Subject(s)
Cyclooxygenase Inhibitors/chemical synthesis , Pyridines/chemical synthesis , Boronic Acids/chemistry , Cyclooxygenase Inhibitors/chemistry , Pyridines/chemistryABSTRACT
The crystal structure of 1-benzyl-3-(5-hydroxymethyl-2-furyl)indazole, C(19)H(16)N(2)O(2), showed that the furan O and indazole N atoms lie on the same face of the molecule. The crystal packing consists of intermolecular hydrogen bonding, and indazole-indazole and indazole-phenyl interactions.
