Synthesis of Phenoxyacetic Acid Derivatives as Highly Potent Antagonists of Gastrin/Cholecystokinin-B Receptors. II.

N‐(1‐Oxy‐2‐picolyl)oxalamic Acid as an Efficient Ligand for Copper‐Catalyzed Amination of Aryl Iodides at Room Temperature

“…N ‐(3‐Aminophenyl)pyrrolidine (2e): 21 Brown oil. 1 H NMR (300 MHz, CDCl 3 ): δ = 7.00 (t, J = 8.0 Hz, 1 H), 6.08–5.97 (m, 2 H), 5.89 (t, J = 2.1 Hz, 1 H), 3.56 (s, 2 H), 3.23 (t, J = 6.6 Hz, 4 H), 2.03–1.87 (m, 4 H), 1.52–1.36 (m, 2 H) ppm.…”

Synthesis of Some New Acetanilide Derivatives as COX Inhibitors and Assessment of Analgesic/ Anti-Inflammatory Activities

“…These lipid mediators are involved in inflammation and pain, as well as normal physiological processes. The COX enzymes work to control blood flow through kidney, stomach cell protection from gastric and duodenal ulcers and control over prostaglandin E2 (PGE2) secretion [15][16][17][18][19] . The COX-2 is a primary inflammatory target, when inhibited, produces relief from pain, fever and swelling.…”

Novel, Achiral 1,3,4-Benzotriazepine Analogues of 1,4-Benzodiazepine-Based CCK2 Antagonists That Display High Selectivity over CCK1 Receptors

“…Although 26 displayed high affinity at CCK 2 receptors, this compound lacked adequate aqueous solubility to satisfactorily evaluate its in vivo potency. A series of analogues (28)(29)(30)(31)(32)(33)(34) that contained other basic substituents in place of the methylamino group of 26 either failed to improve this property or were less potent. While compounds bearing methyl (35) and methoxy (36) substituents showed comparable affinity to 26 in the human CCK 2 receptor binding assay, they were inactive at the highest concentration tested in the functional bioassay.…”

“…Cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl)-N-(3-pyrrolidin-1-yl-phenyl)acetamide (30).Compound 30 was prepared using step A of the method of preparation of 6 except that 21 and 3-pyrrolidin-1-ylphenylamine (22d)30 were used in place of 19a and 22a, respectively (63%).1 H NMR (CDCl 3 ) 8.01 (1H, s), 7.49 (2H, m), 7.24 (1H, m), 7.04 (2H, m), 6.72 (1H, s), 6.51 (1H, d), 6.26 (1H, d), 4.69 (2H, m), 4.42 (1H, d), 4.12 (1H, d), 3.25 (4H, m), 2.77 (1H, m), 2.00-1.69 (10H, m), 1.28-1.21 (13H, m). The compound was further characterized as the HCl salt.…”