FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W1995156746> ?p ?o ?g. }

• W1995156746 endingPage "541" @default.
• W1995156746 startingPage "529" @default.
• W1995156746 abstract "7- And 8-substituted 6α,14α-ethenoisomorphinans were synthesized by reaction of properly substituted morphinan-6,8-dienes (analogues of thebaine) with methyl vinyl ketone or ethyl acrylate. Reaction with the appropriate Grignard reagent gave the 7- and 8-dialkylmethanols, respectively. Cleavage of the 3-methyl ether with KOH/glycol or boron tribromide afforded the 3-hydroxyl derivatives. In general, the compounds with the ethoxycarbonyl or dimethylmethanol substituent at the 8α-position showed lower affinity for the μ, κ, and δ opioid receptor subtypes than the corresponding 7α- and 7β-substituted compounds. Introduction of a chloro substituent in position 18 increased the potency significantly. The 7-substituent could be connected to the 18-position without loss of affinity. 5β-alkyl substitution of 6α,14α-ethenoisomorphinans led to a decrease in affinity for the three opioid receptor subtypes. In the 5β-methyl series the affinity for the μ and δ receptors increased from 7α-dimethylmethanol to 7α-methylhexylmethanol. In the 5β-alkyl series, the affinity for the μ-receptor could be increased by connecting the 5- and 7-substituents, yielding a compound with high μ-selectivity. The new 6β,14β-ethenomorphinans did not show affinity for any of the opioid receptors, in accordance with the inactivity earlier found in in vivo experiments." @default.
• W1995156746 created "2016-06-24" @default.
• W1995156746 creator A5003024283 @default.
• W1995156746 creator A5017795623 @default.
• W1995156746 creator A5056332662 @default.
• W1995156746 creator A5059876634 @default.
• W1995156746 date "1999-03-01" @default.
• W1995156746 modified "2023-09-23" @default.
• W1995156746 title "chemistry of opium alkaloids. part 44: Synthesis and opioid receptor binding profile of substituted ethenoisomorphinans and ethenomorphinans 1Part XLIII. Baas, J. M. A.; Woudenberg, R. H.; Maat, L. Liebigs Ann./Recueil 1997, 13. 1" @default.
• W1995156746 cites W1918110355 @default.
• W1995156746 cites W1968157244 @default.
• W1995156746 cites W1975084003 @default.
• W1995156746 cites W1976416225 @default.
• W1995156746 cites W1985465688 @default.
• W1995156746 cites W1998855160 @default.
• W1995156746 cites W2001736235 @default.
• W1995156746 cites W2002372166 @default.
• W1995156746 cites W2002663880 @default.
• W1995156746 cites W2019282344 @default.
• W1995156746 cites W2027839600 @default.
• W1995156746 cites W2031583095 @default.
• W1995156746 cites W2032961967 @default.
• W1995156746 cites W2037617483 @default.
• W1995156746 cites W2046098297 @default.
• W1995156746 cites W2046602173 @default.
• W1995156746 cites W2050690685 @default.
• W1995156746 cites W2053419858 @default.
• W1995156746 cites W2055210094 @default.
• W1995156746 cites W2055629133 @default.
• W1995156746 cites W2057262448 @default.
• W1995156746 cites W2059833444 @default.
• W1995156746 cites W2076014877 @default.
• W1995156746 cites W2084781985 @default.
• W1995156746 cites W2086799642 @default.
• W1995156746 cites W2090548778 @default.
• W1995156746 cites W2092158064 @default.
• W1995156746 cites W2123715348 @default.
• W1995156746 cites W2156300332 @default.
• W1995156746 cites W2175148896 @default.
• W1995156746 cites W2312305160 @default.
• W1995156746 cites W2330208171 @default.
• W1995156746 cites W2331088158 @default.
• W1995156746 cites W2331531847 @default.
• W1995156746 cites W2951888595 @default.
• W1995156746 cites W4241371363 @default.
• W1995156746 doi "https://doi.org/10.1016/s0968-0896(98)00267-3" @default.
• W1995156746 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/10220038" @default.
• W1995156746 hasPublicationYear "1999" @default.
• W1995156746 type Work @default.
• W1995156746 sameAs 1995156746 @default.
• W1995156746 citedByCount "19" @default.
• W1995156746 countsByYear W19951567462012 @default.
• W1995156746 countsByYear W19951567462013 @default.
• W1995156746 countsByYear W19951567462019 @default.
• W1995156746 countsByYear W19951567462022 @default.
• W1995156746 crossrefType "journal-article" @default.
• W1995156746 hasAuthorship W1995156746A5003024283 @default.
• W1995156746 hasAuthorship W1995156746A5017795623 @default.
• W1995156746 hasAuthorship W1995156746A5056332662 @default.
• W1995156746 hasAuthorship W1995156746A5059876634 @default.
• W1995156746 hasConcept C170493617 @default.
• W1995156746 hasConcept C178790620 @default.
• W1995156746 hasConcept C185592680 @default.
• W1995156746 hasConcept C2776369090 @default.
• W1995156746 hasConcept C2777389121 @default.
• W1995156746 hasConcept C2777738585 @default.
• W1995156746 hasConcept C2777866328 @default.
• W1995156746 hasConcept C2778689049 @default.
• W1995156746 hasConcept C2779886867 @default.
• W1995156746 hasConcept C2780263894 @default.
• W1995156746 hasConcept C2780407432 @default.
• W1995156746 hasConcept C2781063702 @default.
• W1995156746 hasConcept C55493867 @default.
• W1995156746 hasConcept C71240020 @default.
• W1995156746 hasConcept C71924100 @default.
• W1995156746 hasConcept C98274493 @default.
• W1995156746 hasConceptScore W1995156746C170493617 @default.
• W1995156746 hasConceptScore W1995156746C178790620 @default.
• W1995156746 hasConceptScore W1995156746C185592680 @default.
• W1995156746 hasConceptScore W1995156746C2776369090 @default.
• W1995156746 hasConceptScore W1995156746C2777389121 @default.
• W1995156746 hasConceptScore W1995156746C2777738585 @default.
• W1995156746 hasConceptScore W1995156746C2777866328 @default.
• W1995156746 hasConceptScore W1995156746C2778689049 @default.
• W1995156746 hasConceptScore W1995156746C2779886867 @default.
• W1995156746 hasConceptScore W1995156746C2780263894 @default.
• W1995156746 hasConceptScore W1995156746C2780407432 @default.
• W1995156746 hasConceptScore W1995156746C2781063702 @default.
• W1995156746 hasConceptScore W1995156746C55493867 @default.
• W1995156746 hasConceptScore W1995156746C71240020 @default.
• W1995156746 hasConceptScore W1995156746C71924100 @default.
• W1995156746 hasConceptScore W1995156746C98274493 @default.
• W1995156746 hasIssue "3" @default.
• W1995156746 hasLocation W19951567461 @default.
• W1995156746 hasLocation W19951567462 @default.
• W1995156746 hasOpenAccess W1995156746 @default.
• W1995156746 hasPrimaryLocation W19951567461 @default.
• W1995156746 hasRelatedWork W1984744703 @default.

• next