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Revision as of 15:12, 3 December 2010 edit Beetstra (talk \| contribs) Edit filter managers, Administrators 171,997 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey. ← Previous edit		Latest revision as of 18:01, 21 October 2024 edit undo JWBE (talk \| contribs) Extended confirmed users 10,111 edits +Category:Cyclopropyl compounds; ±Category:Phenols→Category:Hydroxyarenes using HotCat
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Line 1: {{Short description\|Chemical compound}} {{Drugbox\| \|IUPAC_name = ▼ \| verifiedrevid = 444022443 \| image=Naltriben.png▼ ▲\| IUPAC_name = \| ChemSpiderID = 4589081▼ ▲\| image = Naltriben.~~png~~svg \| InChI = 1/C26H25NO4/c28-18-8-7-15-11-20-26(29)12-17-16-3-1-2-4-19(16)30-22(17)24-25(26,21(15)23(18)31-24)9-10-27(20)13-14-5-6-14/h1-4,7-8,14,20,24,28-29H,5-6,9-13H2/t20-,24+,25+,26-/m1/s1▼ \| alt = Skeletal formula ~~\| InChIKey = ZHVWWEYETMPAMX-IFKAHUTRBY~~ \| width = 215 ~~\| StdInChI = 1S/C26H25NO4/c28-18-8-7-15-11-20-26(29)12-17-16-3-1-2-4-19(16)30-22(17)24-25(26,21(15)23(18)31-24)9-10-27(20)13-14-5-6-14/h1-4,7-8,14,20,24,28-29H,5-6,9-13H2/t20-,24+,25+,26-/m1/s1~~ \| image2 = Naltriben molecule ball.png \| StdInChIKey = ZHVWWEYETMPAMX-IFKAHUTRSA-N▼ \| alt2 = Ball-and-stick model of naltriben \| CAS_number= 111555-58-9▼ \| ATC_prefix= none▼ <!--Clinical data-->\| tradename = ~~\| ATC_suffix=~~ \| routes_of_administration = <!--Pharmacokinetic data-->▼ \| PubChem= 5486827▼ \| metabolism = ▼ \| IUPHAR_ligand = 1640▼ \| excretion = <!--Identifiers--> ~~\| C=26 \| H=25 \| N=1 \| O=4~~ ▲\| CAS_number = 111555-58-9 \| smiles = Oc3c2O[C@H]6c1oc8ccccc8c1C[C@@]5(O)[C@H]4N(CC[C@@]56c2c(cc3)C4)CC7CC7▼ \| CAS_number_Ref = {{cascite\|correct\|CAS}} ~~\| molecular_weight = 415.480 g/mol~~ \| UNII_Ref = {{fdacite\|correct\|FDA}} ~~\| bioavailability=~~ \| UNII = RXG719F189 ▲\| metabolism = ▲\| ATC_prefix = none ~~\| elimination_half-life=~~ ▲\| PubChem = 5486827 ~~\| excretion =~~ ▲\| IUPHAR_ligand = 1640 ▲\| routes_of_administration= \| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}} ▲\| ChemSpiderID = 4589081 \| ChEMBL_Ref = {{ebicite\|correct\|EBI}} \| PDB_ligand = ZY8 \| ChEMBL = 100940 <!--Chemical data-->\| C = 26 \| H = 25 \| N = 1 \| O = 4 ▲\| smiles = Oc3c2O[C@H]6c1oc8ccccc8c1C[C@@]5(O)[C@H]4N(CC[C@@]56c2c(cc3)C4)CC7CC7 \| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}} ▲\| ~~InChI~~StdInChI = 11S/C26H25NO4/c28-18-8-7-15-11-20-26(29)12-17-16-3-1-2-4-19(16)30-22(17)24-25(26,21(15)23(18)31-24)9-10-27(20)13-14-5-6-14/h1-4,7-8,14,20,24,28-29H,5-6,9-13H2/t20-,24+,25+,26-/m1/s1 \| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}} ▲\| StdInChIKey = ZHVWWEYETMPAMX-IFKAHUTRSA-N }} '''Naltriben''' is a potent and selective [[competitive antagonist\|antagonist]] for the [[delta opioid receptor]], which is used in scientific research. It has similar effects to the more widely used δ antagonist [[naltrindole]], but with different binding affinity for the δ<sub>1</sub> and δ<sub>2</sub> subtypes, which makes it useful for distinguishing the subtype selectivity of drugs acting at the δ receptors.<ref>{{cite journal \| vauthors = Sofuoglu M, Portoghese PS, Takemori AE. \| title = Differential antagonism of delta opioid agonists by naltrindole and its benzofuran analog (NTB) in mice: evidence for delta opioid receptor subtypes. ''\| journal = The Journal of Pharmacology and Experimental Therapeutics~~''.~~ ~~1991~~\| volume = ~~May;~~257( \| issue = 2~~):676-80.~~ ~~PMID~~\| pages = 676–80 \| date = May 1991 \| pmid = 1851833 }}</ref> It also acts as a [[kappa opioid receptor\|κ-opioid]] agonist at high doses.<ref>{{cite journal \| vauthors = Stewart PE, Holper EM, Hammond DL. \| title = Delta antagonist and kappa agonist activity of Naltriben: evidence for differential kappa interaction with the delta 1 and delta 2 opioid receptor subtypes. ''\| journal = Life Sciences~~''.~~ \| year = 1994; \| volume = 55( \| issue = 4): \| pages = PL79-84. ~~PMID~~\| pmid = 8028443 \| doi = 10.1016/0024-3205(94)00738-1 }}</ref> == See also == * [[Nalfurafine]] * [[Nalmefene]] * [[Naltrindole]] == References == {{Reflist}} ~~<references />~~ {{~~Opioids~~Opioidergics}} [[Category:~~Opioid~~Delta-opioid receptor antagonists]] [[Category:~~Phenols~~Dibenzofurans]] [[Category:~~Alcohols~~4,5-Epoxymorphinans]] [[Category:Hydroxyarenes]] [[Category:Tertiary alcohols]] [[Category:Kappa-opioid receptor agonists]] [[Category:Semisynthetic opioids]] [[Category:Cyclopropyl compounds]]