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RF3286

RF3286
Identifiers
  • (2S)-2-[[(2R)-5-(diaminomethylideneamino)-2-(3,3-diphenylprop-2-enoylamino)pentanoyl]amino]-4-methylpentanamide
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC27H36N6O3
Molar mass492.624 g·mol−1
3D model (JSmol)
  • CC(C)C[C@@H](C(=O)N)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)C=C(C1=CC=CC=C1)C2=CC=CC=C2
  • InChI=1S/C27H36N6O3/c1-18(2)16-23(25(28)35)33-26(36)22(14-9-15-31-27(29)30)32-24(34)17-21(19-10-5-3-6-11-19)20-12-7-4-8-13-20/h3-8,10-13,17-18,22-23H,9,14-16H2,1-2H3,(H2,28,35)(H,32,34)(H,33,36)(H4,29,30,31)/t22-,23+/m1/s1
  • Key:DHCKIFBNEHPVAG-PKTZIBPZSA-N

RF3286 is a drug used in scientific research which acts as a potent and selective antagonist for the neuropeptide FF receptor NPFF1. Unlike the older compound RF9 it shows good selectivity over the closely related NPFF2 subtype, as well as over other related receptor targets such as neuropeptide Y receptors. In animal studies, RF3286 potently inhibited the development of hyperalgesia produced by mu-opioid agonists while also increasing analgesia.[1][2]

References

  1. ^ Quillet R, Schneider S, Utard V, Drieu la Rochelle A, Elhabazi K, Henningsen JB, et al. (June 2021). "Identification of an N-acylated-DArg-Leu-NH2 Dipeptide as a Highly Selective Neuropeptide FF1 Receptor Antagonist That Potently Prevents Opioid-Induced Hyperalgesia". Journal of Medicinal Chemistry. 64 (11): 7555–7564. doi:10.1021/acs.jmedchem.1c00256. PMID 34008968.
  2. ^ Chen D, Zhang M, Zhang Q, Wu S, Yu B, Zhang X, et al. (2024). "The blockade of neuropeptide FF receptor 1 and 2 differentially contributed to the modulating effects on fentanyl-induced analgesia and hyperalgesia in mice". European Journal of Pharmacology. 969 176457. doi:10.1016/j.ejphar.2024.176457. PMID 38395375.
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