DPI-3290: Difference between revisions
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Fixed SMILES to match image (also circle-in-polygon format is far less compatible with ChemOffice & Reaxys). |
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| C=30 | H=34 | F=1 | N=3 | O=2 |
| C=30 | H=34 | F=1 | N=3 | O=2 |
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| molecular_weight = 487.607 g/mol |
| molecular_weight = 487.607 g/mol |
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| smiles = 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 |
| smiles = 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 |
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Revision as of 14:32, 22 October 2012
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| Identifiers | |
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| PubChem CID | |
| Chemical and physical data | |
| Formula | C30H34FN3O2 |
| Molar mass | 487.607 g/mol g·mol−1 |
| 3D model (JSmol) | |
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| (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
- ^ US Patent Application 5552404 A1,1996
- ^ 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.
- ^ 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.
- ^ 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