[Histamine analogues with nicotine-like action. 11th communication: Structure-activity relationships among histamine analogues (author's transl)]

Arzneimittelforschung. 1978;28(12):2199-202.
[Article in German]

Abstract

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.

Publication types

  • English Abstract

MeSH terms

  • Animals
  • Blood Pressure / drug effects
  • Guinea Pigs
  • Histamine / analogs & derivatives*
  • Histamine / chemical synthesis
  • Histamine / pharmacology
  • In Vitro Techniques
  • Molecular Conformation
  • Muscle Contraction / drug effects
  • Nicotine / pharmacology*
  • Rats
  • Structure-Activity Relationship

Substances

  • Nicotine
  • Histamine