Schulze, Frank R. and Buschauer, Armin and Schunack, Walter (1998) Combined histamine H-1/H-2 receptor antagonists: Part I. Pharmacological hybrids with pheniramine- and roxatidine-like substructures. EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 6 (3). pp. 177-186. ISSN 0928-0987, 1879-0720
Full text not available from this repository.Abstract
A series of hybrid compounds combining the pharmacophores of both pheniramine-type histamine H-1 receptor antagonists and roxatidine-type H-2 receptor antagonists have been synthesized and tested for histamine antagonism at the isolated ileum (H-1) and the spontaneously beating right atrium (H-2) of the guinea pig. The 'polar group' of the H-2 antagonist moiety (cyanoguanidine, nitroethenediamine or urea) and the side chain amino group of the H-1 antagonist portion have been linked by a polymethylene spacer or by a piperazine system. The incorporation of a flexible spacer (2-7 methylene groups) resulted in H-1 antagonists achieving up to 2.4 times the activity of pheniramine. Depending on the nature of the polar group the highest H-2 antagonist potency resides in compounds with spacers >2 methylene groups. Nitroethenediamine 24c with a seven-membered chain and a chlorpheniramine substructure proved to be approximately equipotent with pheniramine at the H-1 and with ranitidine at the H-2 receptor (pK(B) values 7.82 and 7.1, respectively). (C) 1998 Elsevier Science B.V.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | DERIVATIVES; H-1; histamine; histamine H-1 receptor antagonists; histamine H-2 receptor antagonists; pheniramine; roxatidine |
| Subjects: | 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 09 May 2023 07:02 |
| Last Modified: | 09 May 2023 07:02 |
| URI: | https://pred.uni-regensburg.de/id/eprint/49693 |
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