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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.
P E Bender, and
C D Perchonock, and
W G Groves, and
R C Smith, and
O D Stringer, and
R Sneed, and
J H Schlosser, and
L S Hostelley, and
B Y Hwang, and
R Z Eby, and
G Konicki, and
P G Lavanchy, and
J W Wilson, and
B Loev
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G Konicki, and
P G Lavanchy, and
J W Wilson, and
B Loev
January 2013,
Acta crystallographica. Section E, Structure reports online,
P E Bender, and
C D Perchonock, and
W G Groves, and
R C Smith, and
O D Stringer, and
R Sneed, and
J H Schlosser, and
L S Hostelley, and
B Y Hwang, and
R Z Eby, and
G Konicki, and
P G Lavanchy, and
J W Wilson, and
B Loev
January 2013,
Acta crystallographica. Section E, Structure reports online,
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C D Perchonock, and
W G Groves, and
R C Smith, and
O D Stringer, and
R Sneed, and
J H Schlosser, and
L S Hostelley, and
B Y Hwang, and
R Z Eby, and
G Konicki, and
P G Lavanchy, and
J W Wilson, and
B Loev
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G Konicki, and
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B Loev
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B Loev
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B Loev
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