Jump to content

DPI-3290

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 08:54, 30 September 2016 (Updating {{infobox_drug}} (changes to verified and watched fields - updated 'ChemSpiderID_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'CAS_number_Ref') per Chem/infobox_drug validation (report [[Wikipedia talk:Wi...). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

DPI-3290
Identifiers
  • 3-[(R)-[(2S,5R)-2,5-dimethyl-4-prop-2-enylpiperazin-1-yl]-(3-hydroxyphenyl)methyl]-N-(3-fluorophenyl)-N-methylbenzamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC30H34FN3O2
Molar mass487.607 g/mol g·mol−1
3D model (JSmol)
  • 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
  • InChI=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 ☒N
  • Key:LZXRQLIIMYJZDA-UETOGOEVSA-N ☒N
 ☒NcheckY (what is this?)  (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 receptor, 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-((α-R)-α-((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-((α-R)-α-((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 (Mar 2006). "Opioid ligands with mixed μ/δ opioid receptor interactions: An emerging approach to novel analgesics". AAPS Journal. 8 (1): E118–25. doi:10.1208/aapsj080114. PMC 2751430. PMID 16584118.