1. Experimental antiulcer drugs. 1. Indole-1-alkanamides and pyrrole-1-alkanamides
- Author
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Rudolf Oesterlin, James C. Bradford, J. Jun. Rozitis, A. W. Zalay, S. D. Clemans, Donald J. Dumas, and Malcolm R. Bell
- Subjects
Male ,Indoles ,Vomiting ,Antiulcer drug ,medicine.drug_class ,Guinea Pigs ,In Vitro Techniques ,Pharmacology ,Mice ,Structure-Activity Relationship ,chemistry.chemical_compound ,Dogs ,Heart Rate ,Oral administration ,Drug Discovery ,Mydriasis ,medicine ,Anticholinergic ,Animals ,Pyrroles ,Pyrrole ,Indole test ,Gastric Juice ,Pupil ,Anti-Ulcer Agents ,Rats ,chemistry ,Molecular Medicine ,medicine.symptom ,Acetamide ,Methyl group - Abstract
The synthesis and gastric antisecretory activity of a series of indole-1-alkanamides and pyrrole-1-alkanamides are presented. A marked elevation of the pH of the gastric secretions of the rat was observed after oral administration of 100 mg/kg of 2,3-dimethylindole-1-acetamide (2), -1-propionamide (8), and -1-butyramide (13). Replacement of either methyl group by a hydrogen atom or an ethyl radical resulted in greatly diminished activity. In the acetamide and propionamide series the 3-hydroxymethyl-2-methyl (14 and 15) derivatives exhibited activity but only when administered by the subcutaneous route. 2,3-Dimethylindole (18) was active and 2,3,4,5-tetramethylpyrrole-1-acetamide was moderately active. A number of the activ compounds were tested in the mouse mydriasis test for anticholinergic activity and found to be inactive. They were also found to be inactive in blocking histamine-induced acid secretion in the dog.
- Published
- 1977
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