Oesterlin R, Bell M R, McGarry R H, Hlavac A G, Bradford J C, Rozitis J
J Med Chem. 1977 Aug;20(8):1068-71. doi: 10.1021/jm00218a016.
Condensation of a 1-substituted 2,5-dimethylpyrrole 6 with 2 mol of 2-amino-2-methylpropionitrile in hot acetic acid yielded a 2-substituted 2,4,5,6-tetrahydro-1,3,4,5,6,6-pentamethylcyclopenta[c]pyrrole-4-carbonitrile (4). Hydrolysis of the nitriles to the amides gave a group of compounds which were active as antisecretory agents in the pyloric-ligated rat. Outstanding in this respect was the 2-phenyl derivative 5b, the most active compound in the series. It did not possess anticholinergic properties. In contrast to the indoles and pyrroles reported earlier, 5b demonstrated marked activity in blocking gastric acid secretion in the histamine-stimulated dog.
1-取代的2,5-二甲基吡咯6与2摩尔2-氨基-2-甲基丙腈在热乙酸中缩合，得到2-取代的2,4,5,6-四氢-1,3,4,5,6,6-五甲基环戊并[c]吡咯-4-腈（4）。腈水解成酰胺得到一组化合物，这些化合物在幽门结扎的大鼠中作为抗分泌剂具有活性。在这方面突出的是2-苯基衍生物5b，它是该系列中最具活性的化合物。它不具有抗胆碱能特性。与先前报道的吲哚和吡咯不同，5b在组胺刺激的狗中阻断胃酸分泌表现出显著活性。
