DPI-3290

DPI-3290
Systematic (IUPAC) name
(+)-3-((αR)-α-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-(3-fluorophenyl)-N-methylbenzamide
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
ATC code  ?
PubChem CID 5242141
Chemical data
Formula C30H34FN3O2 
Mol. mass 487.607 g/mol
SMILES eMolecules & PubChem
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DPI-3290 was discoverd by Delta Pharmacutical[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 Application 5552404 A1,1996
  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