DPI-3290: Difference between revisions
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Updating {{drugbox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation ( |
Importing Wikidata short description: "Chemical compound" (Shortdesc helper) |
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{{Short description|Chemical compound}} |
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{{drugbox |
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{{Drugbox |
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| image = DPI-3290.svg |
| image = DPI-3290.svg |
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| width = 240 |
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<!--Clinical data--> |
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| tradename = |
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| molecular_weight = 487.607 g/mol |
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<!--Identifiers--> |
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| smiles = c2c(O)cccc2C(N(CC1C)C(C)CN1CC=C)c(ccc3)cc3C(=O)N(C)c4cc(F)ccc4 |
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| CAS_number_Ref = {{cascite|changed|??}} |
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| CAS_number = |
| CAS_number = 182417-73-8 |
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| PubChem = 9826770 |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = R3UO4Y068S |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 8002513 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = 155892 |
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<!--Chemical data--> |
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| smiles = C[C@H]1CN([C@@H](CN1[C@@H](C2=CC(=CC=C2)O)C3=CC=CC(=C3)C(=O)N(C)C4=CC(=CC=C4)F)C)CC=C |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C30H34FN3O2/c1-5-15-33-19-22(3)34(20-21(33)2)29(24-10-7-14-28(35)17-24)23-9-6-11-25(16-23)30(36)32(4)27-13-8-12-26(31)18-27/h5-14,16-18,21-22,29,35H,1,15,19-20H2,2-4H3/t21-,22+,29-/m1/s1 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = LZXRQLIIMYJZDA-UETOGOEVSA-N |
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'''DPI-3290''' is a drug that is used in scientific research. It is a potent [[analgesic]] drug,<ref>{{cite journal | |
'''DPI-3290''' was discovered by scientists at Burroughs Wellcome and licensed to Delta Pharmaceutical <ref>US Patent 5552404 - Opioid compounds and methods for using same</ref> and is a drug that is used in scientific research. It is a potent [[analgesic]] drug,<ref>{{cite journal | vauthors = Gengo PJ, Pettit HO, O'Neill SJ, Wei K, McNutt R, Bishop MJ, Chang KJ | title = DPI-3290 [(+)-3-((alpha-R)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-(3-fluorophenyl)-N-methylbenzamide]. I. A mixed opioid agonist with potent antinociceptive activity | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 307 | issue = 3 | pages = 1221–6 | date = December 2003 | pmid = 14534368 | doi = 10.1124/jpet.103.054361 | s2cid = 93569860 }}</ref> which produces little [[respiratory depression]].<ref>{{cite journal | vauthors = Gengo PJ, Pettit HO, O'Neill SJ, Su YF, McNutt R, Chang KJ | title = DPI-3290 [(+)-3-((alpha-R)-alpha-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-(3-fluorophenyl)-N-methylbenzamide]. II. A mixed opioid agonist with potent antinociceptive activity and limited effects on respiratory function | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 307 | issue = 3 | pages = 1227–33 | date = December 2003 | pmid = 14534367 | doi = 10.1124/jpet.103.054429 | s2cid = 45159720 }}</ref> |
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DPI-3290 acts as an [[agonist]] at both [[mu opioid receptor|μ-]] and [[delta opioid receptor|δ-opioid |
DPI-3290 acts as an [[agonist]] at both [[mu opioid receptor|μ-]] and [[delta opioid receptor|δ-opioid receptor]], with an IC50 of 6.2nM at μ and 1.0nM at δ.<ref>{{cite journal | vauthors = Ananthan S | title = Opioid ligands with mixed mu/delta opioid receptor interactions: an emerging approach to novel analgesics | journal = The AAPS Journal | volume = 8 | issue = 1 | pages = E118-25 | date = March 2006 | pmid = 16584118 | pmc = 2751430 | doi = 10.1208/aapsj080114 }}</ref> |
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== |
==See also== |
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* [[BW373U86]] |
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{{reflist}} |
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* [[DPI-287]] |
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== References == |
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{{Reflist|2}} |
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{{Opioidergics}} |
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{{Piperazines}} |
{{Piperazines}} |
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[[Category:Synthetic opioids]] |
[[Category:Synthetic opioids]] |
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[[Category:Delta-opioid agonists]] |
[[Category:Delta-opioid receptor agonists]] |
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[[Category:Piperazines]] |
[[Category:Piperazines]] |
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[[Category:Benzanilides]] |
[[Category:Benzanilides]] |
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[[Category:Phenols]] |
[[Category:Phenols]] |
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[[Category: |
[[Category:Fluoroarenes]] |
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[[Category: |
[[Category:Allyl compounds]] |
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[[Category:Mu-opioid agonists]] |
[[Category:Mu-opioid receptor agonists]] |
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