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- U-77891 abstract "U-77891 is an opioid analgesic drug that was synthesized in 1983 by the Upjohn company. It was originally synthesized to prove that the removal of a single methylene spacer of the benzamide would alter a κ-opioid receptor agonist such as U-50488 into a μ-opioid receptor agonist, and also to produce a semi-rigid derivative of U-47700. This would help elucidate the relative positions of the hydrogen-bond acceptors and substituted aromatic system to find the compound with the lowest Ki value of a series of benzamide opioids dating back to the 1970s. The original work found a mixture of agonists and antagonists.One of the trans isomers is responsible for the opioid activity. Having a Ki of 2 at the μ receptor & a Ki of 2300 at the κ receptor (a selectivity of 1650). The compound has an ED50 of 0.02 mg/kg (writhing (sc)) & 0.21 mg/kg (tail-flick (sc)) in animal studies. One reason for the potency is the high LogP of 4.34 means it accumulates in fatty tissue such as the brain. The inactive cis isomers are removed by the formation of the fumarate salt.".
- U-77891 casNumber "119878-31-8".
- U-77891 iupacName "trans-(±) 3,4 Dibromo-N-(1-methyl-1-aza-spiro[4.5]dec-6-yl)-benzamide".
- U-77891 thumbnail CG-64089_structure.svg?width=300.
- U-77891 wikiPageID "42871777".
- U-77891 wikiPageLength "3223".
- U-77891 wikiPageOutDegree "8".
- U-77891 wikiPageRevisionID "706305312".
- U-77891 wikiPageWikiLink AH-7921.
- U-77891 wikiPageWikiLink Category:Mu-opioid_agonists.
- U-77891 wikiPageWikiLink Category:Synthetic_opioids.
- U-77891 wikiPageWikiLink U-47700.
- U-77891 wikiPageWikiLink U-50488.
- U-77891 wikiPageWikiLink Κ-opioid_receptor.
- U-77891 wikiPageWikiLink Μ-opioid_receptor.
- U-77891 wikiPageWikiLinkText "U-77891".
- U-77891 br "2".
- U-77891 c "17".
- U-77891 casNumber "119878".
- U-77891 h "22".
- U-77891 iupacName "trans- 3,4 Dibromo-N--benzamide".
- U-77891 legalCa "Unscheduled".
- U-77891 legalUk "Unscheduled".
- U-77891 legalUs "Unscheduled".
- U-77891 n "2".
- U-77891 o "1".
- U-77891 routesOfAdministration "oral, parenteral".
- U-77891 smiles "BrC1=CBr".
- U-77891 stdinchi "1".
- U-77891 stdinchikey "ZGPMKSIVQKBTMI-UHFFFAOYSA-N".
- U-77891 width "220".
- U-77891 wikiPageUsesTemplate Template:Analgesic-stub.
- U-77891 wikiPageUsesTemplate Template:Cascite.
- U-77891 wikiPageUsesTemplate Template:Drugbox.
- U-77891 wikiPageUsesTemplate Template:Opioidergics.
- U-77891 wikiPageUsesTemplate Template:Reflist.
- U-77891 subject Category:Mu-opioid_agonists.
- U-77891 subject Category:Synthetic_opioids.
- U-77891 hypernym Drug.
- U-77891 type ChemicalSubstance.
- U-77891 type Drug.
- U-77891 type ChemicalObject.
- U-77891 type Thing.
- U-77891 type Q8386.
- U-77891 comment "U-77891 is an opioid analgesic drug that was synthesized in 1983 by the Upjohn company. It was originally synthesized to prove that the removal of a single methylene spacer of the benzamide would alter a κ-opioid receptor agonist such as U-50488 into a μ-opioid receptor agonist, and also to produce a semi-rigid derivative of U-47700.".
- U-77891 label "U-77891".
- U-77891 wasDerivedFrom U-77891?oldid=706305312.
- U-77891 depiction CG-64089_structure.svg.
- U-77891 isPrimaryTopicOf U-77891.