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N(G)-Acylated aminothiazolylpropylguanidines as potent and selective histamine H2 receptor agonists

Kraus, Anja and Ghorai, Prasanta and Birnkammer, Tobias and Schnell, David and Elz, Sigurd and Seifert, Roland and Dove, Stefan and Bernhardt, Günther and Buschauer, Armin (2009) N(G)-Acylated aminothiazolylpropylguanidines as potent and selective histamine H2 receptor agonists. ChemMedChem 4 (2), pp. 232-240.

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Other URL: http://www3.interscience.wiley.com/cgi-bin/fulltext/121569477/PDFSTART, http://www.ncbi.nlm.nih.gov/pubmed/19072936?ordinalpos=1&itool=EntrezSystem2.PEntrez.Pubmed.Pubmed_ResultsPanel.Pubmed_DefaultReportPanel.Pubmed_RVDocSum


Abstract

The bioisosteric replacement of the guanidino group in arpromidine-like histamine H2 receptor (H2R) agonists by an acylguanidine moiety is a useful approach to obtain potent H2R agonists with improved oral bioavailability and penetration across the blood brain barrier. Unfortunately, the selectivity of such N(G)-acylated imidazolylpropyl-guanidines for the H2R is poor, in particular versus ...

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Item Type:Article
Date:13 February 2009
Additional information (public):Online publiziert am 15. Dezember 2008
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer)
Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry I (Prof. Elz)
Chemistry and Pharmacy > Institute of Pharmacy > Pharmacology and Toxicology (Prof. Schlossmann formerly Prof. Seifert)
Projects:GRK 760, Graduiertenkolleg Medizinische Chemie
Identification Number:
ValueType
10.1002/cmdc.200800296DOI
19072936PubMed ID
Related URLs:
URLURL Type
http://www3.interscience.wiley.com/journal/121569477/suppinfoSupplementary Material
http://www3.interscience.wiley.com/cgi-bin/fulltext/121569477/sm001.pdf?PLACEBO=IE.pdfSupplementary Material
http://www3.interscience.wiley.com/journal/110485305/home/cover/2009_4_02b.htmlPublisher
Keywords:bioisosterism; structure-activity relationships; histamine H2 receptor; histamine H2 receptor agonist; acylguanidines; receptor selectivity GTPase assay aminothiazoles
Subjects:500 Science > 570 Life sciences
500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Owner: Prof. Armin Buschauer
Deposited On:29 Oct 2008 21:07
Last Modified:05 Aug 2009 13:48
Item ID:4677
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