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'''DPI-3290''' was discovered by Delta Pharmaceutical <ref>US Patent Application 5552404 A1,1996</ref> and is a drug that is used in scientific research. It is a potent [[analgesic]] drug,<ref>{{cite journal | last1 = Gengo | first1 = PJ | last2 = Pettit | first2 = HO | last3 = O'Neill | first3 = SJ | last4 = Wei | first4 = K | last5 = McNutt | first5 = R | last6 = Bishop | first6 = MJ | last7 = Chang | first7 = 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 | year = 2003 | pmid = 14534368 | doi = 10.1124/jpet.103.054361 }}</ref> which produces little [[respiratory depression]].<ref>{{cite journal | last1 = Gengo | first1 = PJ | last2 = Pettit | first2 = HO | last3 = O'Neill | first3 = SJ | last4 = Su | first4 = YF | last5 = McNutt | first5 = R | last6 = Chang | first6 = 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 | year = 2003 | pmid = 14534367 | doi = 10.1124/jpet.103.054429 }}</ref>
'''DPI-3290''' was discovered by 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 | last1 = Gengo | first1 = PJ | last2 = Pettit | first2 = HO | last3 = O'Neill | first3 = SJ | last4 = Wei | first4 = K | last5 = McNutt | first5 = R | last6 = Bishop | first6 = MJ | last7 = Chang | first7 = 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 | year = 2003 | pmid = 14534368 | doi = 10.1124/jpet.103.054361 }}</ref> which produces little [[respiratory depression]].<ref>{{cite journal | last1 = Gengo | first1 = PJ | last2 = Pettit | first2 = HO | last3 = O'Neill | first3 = SJ | last4 = Su | first4 = YF | last5 = McNutt | first5 = R | last6 = Chang | first6 = 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 | year = 2003 | pmid = 14534367 | doi = 10.1124/jpet.103.054429 }}</ref>


DPI-3290 acts as an [[agonist]] at both [[mu opioid receptor|μ-]] and [[delta opioid receptor|δ-opioid]] [[Receptor (biochemistry)|receptors]], with an IC50 of 6.2nM at μ and 1.0nM at δ.<ref>Ananthan S. Opioid ligands with mixed mu/delta opioid receptor interactions: an emerging approach to novel analgesics. ''AAPS Journal''. 2006 Mar 10;8(1):E118-25. {{DOI|10.1208/aapsj080114}} PMID 16584118</ref>
DPI-3290 acts as an [[agonist]] at both [[mu opioid receptor|μ-]] and [[delta opioid receptor|δ-opioid]] [[Receptor (biochemistry)|receptors]], with an IC50 of 6.2nM at μ and 1.0nM at δ.<ref>Ananthan S. Opioid ligands with mixed mu/delta opioid receptor interactions: an emerging approach to novel analgesics. ''AAPS Journal''. 2006 Mar 10;8(1):E118-25. {{DOI|10.1208/aapsj080114}} PMID 16584118</ref>

Revision as of 14:38, 22 October 2012

DPI-3290
Identifiers
  • (+)-3-((αR)-α-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-(3-fluorophenyl)-N-methylbenzamide
PubChem CID
Chemical and physical data
FormulaC30H34FN3O2
Molar mass487.607 g/mol g·mol−1
3D model (JSmol)
  • OC1=CC=CC([C@@](C2=CC(C(N(C3=CC(F)=CC=C3)C)=O)=CC=C2)([H])N([C@@H](CN4CC=C)C)C[C@@H]4C)=C1
  (verify)

DPI-3290 was discovered by Delta Pharmaceutical [1] and is a drug that is used in scientific research. It is a potent analgesic drug,[2] which produces little respiratory depression.[3]

DPI-3290 acts as an agonist at both μ- and δ-opioid receptors, with an IC50 of 6.2nM at μ and 1.0nM at δ.[4]

References

  1. ^ US Patent 5552404 - Opioid compounds and methods for using same
  2. ^ Gengo, PJ; Pettit, HO; O'Neill, SJ; Wei, K; McNutt, R; Bishop, MJ; Chang, KJ (2003). "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". The Journal of Pharmacology and Experimental Therapeutics. 307 (3): 1221–6. doi:10.1124/jpet.103.054361. PMID 14534368.
  3. ^ Gengo, PJ; Pettit, HO; O'Neill, SJ; Su, YF; McNutt, R; Chang, KJ (2003). "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". The Journal of Pharmacology and Experimental Therapeutics. 307 (3): 1227–33. doi:10.1124/jpet.103.054429. PMID 14534367.
  4. ^ Ananthan S. Opioid ligands with mixed mu/delta opioid receptor interactions: an emerging approach to novel analgesics. AAPS Journal. 2006 Mar 10;8(1):E118-25. doi:10.1208/aapsj080114 PMID 16584118
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