The synthesis of Nπ-alkylhistamines
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 1341-1344
- https://doi.org/10.1039/p19790001341
Abstract
The use of the phthaloyl and pivaloyloxymethyl protecting groups in a new synthesis of Nπ-alkylhistamines is described. The Nα-phthaloyl-Nτ-pivaloyloxymethyl-protected derivative of histamine was obtained by selective alkylation of Nα-phthaloylhistamine with chloromethyl pivalate. Quaternisation at the Nπ-nitrogen atom with either mtethyl iodide or benzyl bromide followed by removal of the protecting groups, either simultaneously or sequentially, furnished the required Nπ methyl- and Nπ-benzyl-histamines.This publication has 3 references indexed in Scilit:
- Cyanoguanidine-thiourea equivalence in the development of the histamine H2-receptor antagonist, cimetidineJournal of Medicinal Chemistry, 1977
- Potential histamine H2-receptor antagonists. 3. MethylhistaminesJournal of Medicinal Chemistry, 1976
- Synthesis and metabolism of a histamine metabolite, 1-methyl-4-(β-aminoethyl)-imidazoleBiochimica et Biophysica Acta, 1958