Synthesis of aryloxyalkylamines as h5-HT1B agonists with potential analgesic activity

Autor:	Laila M. Gad, Salah A. Ghareib, Abdulkhader M. Ismaiel, Mohamed A. Moustafa, Faida H. Bamanie
Rok vydání:	2009
Předmět:	chemistry.chemical_classification Stereochemistry Organic Chemistry Analgesic Pharmacology toxicology Propranolol chemistry.chemical_compound chemistry medicine Moiety Phenyl group Serotonin General Pharmacology Toxicology and Pharmaceutics Selectivity Alkyl medicine.drug
Zdroj:	Medicinal Chemistry Research. 18:745-757
ISSN:	1554-8120 1054-2523
DOI:	10.1007/s00044-009-9164-1
Popis:	Most h5-HT1B serotonin subreceptors agonists bind with high affinity but low selectivity. Aryloxyalkylamines are a curious exception. In this investigation a new series of aryloxyalkylamines (4–7, 10, 11) was designed and synthesized in which the naphthyl moiety in propranolol (I) is replaced by substituted phenyl group; in addition the alkyl side-chain is ethyl or α-substituted ethyl, thus keeping the distance between O and N atoms unchanged from the case of II. For a number of the synthesized compounds the binding affinity at 5-HT1B and 5-HT1D was determined and some were found to bind with high affinity and selectivity compared with I, and with comparable affinity and selectivity to II. Analgesic activity of selected synthesized compounds was investigated on experimental animals and proved to be 66–100% that of aspirin.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::62f1996ab0ae7f5f01d770ea13585637 https://doi.org/10.1007/s00044-009-9164-1 Zobrazit plný text záznamu Full text from SpringerLink