Gastric antisecretory 9H-xanthen-9-amines.
A series of 9H-xanthen-9-amines possessing a wide variety of nitrogen substituents at C-9 was prepared for evaluation of gastric antisecretory activity. These substituents included the acetamidine, imidate, pyrimidine, thiazoline, quinuclidine, 2-hydrazinopyridine, aminopiperidine, aminoalkylimidazole, and aminoalkylpyridine moieties. The majority of compounds in this series inhibited gastric acid secretion when tested orally in the pylorus-ligated rat. Potency was increased by intraduodenal administration and diminished by incubation with gastric juice, suggesting partial degradation of the compounds in the gastric environment. A representative example, 3-(9H-xanthen-9-ylamino)-1-ethylpiperidine, exhibited similar activity in dogs, although no free compound could be detected in the blood. It is therefore hypothesized that this compound is either rapidly bound to tissue and/or metabolized to an active species.
D000818:Animals; D004285:Dogs; D005744:Gastric Acid / Q000378:metabolism*; D006207:Half-Life; D008297:Male; D010418:Pentagastrin / Q000494:pharmacology; D051381:Rats; D014966:Xanthenes / Q000138:chemical synthesis* / Q000494:pharmacology
D014966:Xanthenes; D010418:Pentagastrin