Schunack W
Arzneimittelforschung. 1978;28(12):2199-202.
Structure-activity relationships between histamine and nicrotine are described. If alkyl groups are substituted on the primary amino group of the side chain in histamine the histamine-like action decreases stepwise. While N,N-diethylhistamine (I) clearly shows histamine-like activity, 4-(2-pyrrolidinoethyl)-imidazole (II), an analogue having a pyrrolidine ring in place of the diethylamino group, possesses, on the other hand, distinct nicotine-like properties. The ganglionic stimulation was investigated on the isolated ileum of the guinea-pig, as well as on the blood pressure of the narcotized rat. The nicotine-like effects remained as the imidazole ring was replaced with a pyridine or benzene ring. These results make it plausible to assume that the effect of nicotine-like acting substances is due to an angular conformation, corresponding to nicotine.
描述了组胺与烟碱之间的构效关系。如果在组胺侧链的伯氨基上取代烷基，组胺样作用会逐步降低。虽然N,N -二乙组胺（I）明显表现出组胺样活性，但4-(2 -吡咯烷基乙基)-咪唑（II），一种用吡咯烷环取代二乙氨基的类似物，另一方面具有明显的烟碱样性质。在豚鼠离体回肠以及麻醉大鼠的血压上研究了神经节刺激作用。当咪唑环被吡啶或苯环取代时，烟碱样效应依然存在。这些结果使得有理由假设，烟碱样作用物质的效应是由于与烟碱相对应的角形构象。
