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DPI-3290

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
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
PubChemCID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC30H34FN3O2
Molar mass487.619 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 scientists at Burroughs Wellcome and licensed to Delta Pharmaceutical[1] and is a drug that is used in scientific research. It is a potentanalgesic drug,[2] which produces littlerespiratory depression.[3]

DPI-3290 acts as anagonist at bothμ- andδ-opioid receptor, with an IC50 of 6.2nM at μ and 1.0nM at δ.[4]

See also

[edit]

References

[edit]
  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 (December 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.S2CID 93569860.
  3. ^Gengo PJ, Pettit HO, O'Neill SJ, Su YF, McNutt R, Chang KJ (December 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.S2CID 45159720.
  4. ^Ananthan S (March 2006)."Opioid ligands with mixed mu/delta opioid receptor interactions: an emerging approach to novel analgesics".The AAPS Journal.8 (1): E118-25.doi:10.1208/aapsj080114.PMC 2751430.PMID 16584118.
μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others
Phenylpiperazines
Benzylpiperazines
Naphthylpiperazines
Quinolinylpiperazines
Diphenylalkylpiperazines
Pyrimidinylpiperazines
Pyridinylpiperazines
Benzo(iso)thiazolylpiperazines
Tricyclic-linked piperazines
Others/uncategorized
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