| pubmed-article:12954070 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:12954070 | lifeskim:mentions | umls-concept:C0002771 | lld:lifeskim |
| pubmed-article:12954070 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:12954070 | lifeskim:mentions | umls-concept:C0220825 | lld:lifeskim |
| pubmed-article:12954070 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:12954070 | lifeskim:mentions | umls-concept:C0205460 | lld:lifeskim |
| pubmed-article:12954070 | pubmed:issue | 19 | lld:pubmed |
| pubmed-article:12954070 | pubmed:dateCreated | 2003-9-4 | lld:pubmed |
| pubmed-article:12954070 | pubmed:abstractText | The synthesis and the biological and pharmacological evaluation of several 14-phenylpropoxy analogues of 14-methoxymetopon are described. Most of the new compounds were nonselective and exhibited binding affinities in the subnanomolar or low nanomolar range at opioid receptors mu, kappa, delta), with 14-phenylpropoxymetopon (PPOM; 7) displaying the highest affinity for all three opioid receptor types. The most striking finding of this study is that the derivatives from the novel series of N-methyl-14-phenylpropoxymorphinans acted as extremely powerful antinociceptives with potencies higher than that of 14-methoxymetopon (1) and even etorphine. 14-Phenylpropoxymetopon (PPOM; 7) showed considerably increased potency in the in vivo assays in mice (25-fold in the tail-flick assay, 10-fold in the hot-plate assay, and 2.5-fold in the paraphenylquinone writhing test) when compared to etorphine, while it was equipotent to dihydroetorphine in the hot-plate assay and the paraphenylquinone writhing test and ca. twice as potent in the tail-flick assay than this reference compound. The 3-O-alkyl ethers of PPOM, compounds 6 and 8, showed less potency in in vivo assays, but partly surpassed the potency of the 3-OH analogue 14-methoxymetopon (1). | lld:pubmed |
| pubmed-article:12954070 | pubmed:language | eng | lld:pubmed |
| pubmed-article:12954070 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12954070 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:12954070 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12954070 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12954070 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12954070 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12954070 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12954070 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12954070 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:12954070 | pubmed:month | Sep | lld:pubmed |
| pubmed-article:12954070 | pubmed:issn | 0022-2623 | lld:pubmed |
| pubmed-article:12954070 | pubmed:author | pubmed-author:CoopAndrewA | lld:pubmed |
| pubmed-article:12954070 | pubmed:author | pubmed-author:AcetoMario... | lld:pubmed |
| pubmed-article:12954070 | pubmed:author | pubmed-author:SpeteaMariana... | lld:pubmed |
| pubmed-article:12954070 | pubmed:author | pubmed-author:SchmidhammerH... | lld:pubmed |
| pubmed-article:12954070 | pubmed:author | pubmed-author:SchützJohanne... | lld:pubmed |
| pubmed-article:12954070 | pubmed:author | pubmed-author:KochMartinM | lld:pubmed |
| pubmed-article:12954070 | pubmed:author | pubmed-author:HarrisLouis... | lld:pubmed |
| pubmed-article:12954070 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:12954070 | pubmed:day | 11 | lld:pubmed |
| pubmed-article:12954070 | pubmed:volume | 46 | lld:pubmed |
| pubmed-article:12954070 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:12954070 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:12954070 | pubmed:pagination | 4182-7 | lld:pubmed |
| pubmed-article:12954070 | pubmed:dateRevised | 2006-11-15 | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:meshHeading | pubmed-meshheading:12954070... | lld:pubmed |
| pubmed-article:12954070 | pubmed:year | 2003 | lld:pubmed |
| pubmed-article:12954070 | pubmed:articleTitle | Synthesis and biological evaluation of 14-alkoxymorphinans. 20. 14-phenylpropoxymetopon: an extremely powerful analgesic. | lld:pubmed |
| pubmed-article:12954070 | pubmed:affiliation | Department of Pharmaceutical Chemistry, Institute of Pharmacy, University of Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria. | lld:pubmed |
| pubmed-article:12954070 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:12954070 | pubmed:publicationType | Comparative Study | lld:pubmed |
| pubmed-article:12954070 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
| http://linkedlifedata.com/r... | http://linkedlifedata.com/r... | pubmed-article:12954070 | lld:chembl |
| http://linkedlifedata.com/r... | pubmed:referesTo | pubmed-article:12954070 | lld:pubmed |
