Brorphine

Brorphine is a benzimidazole derived opioid analgesic drug, which was originally developed in 2018 as a biased opioid agonist with reduced side effects and abuse potential,[1] though subsequent studies have shown it to behave as a typical opioid agonist under different assay conditions. It has been sold as a designer drug since mid-2019, initially being identified in the US Midwest, though it has since been found in 2020 in Belgium. It is related in chemical structure to compounds such as benzylfentanyl and bezitramide, though it is sufficiently distinct to fall outside the definition of a "fentanyl analogue" in jurisdictions such as the US and New Zealand which have Markush structure controls over this family of drugs.[2][3]

Brorphine

Legal status
Legal status	UK: Under Psychoactive Substances Act
Identifiers
IUPAC name 3-{1-[1-(4-bromophenyl)ethyl]piperidin-4-yl}-1H-benzimidazol-2-one
CAS Number	2244737-98-0
PubChem CID	145975294
ChEMBL	ChEMBL4203403
Chemical and physical data
Formula	C20H22BrN3O
Molar mass	400.320 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CC(C1=CC=C(C=C1)Br)N2CCC(CC2)N3C4=CC=CC=C4NC3=O
InChI InChI=1S/C20H22BrN3O/c1-14(15-6-8-16(21)9-7-15)23-12-10-17(11-13-23)24-19-5-3-2-4-18(19)22-20(24)25/h2-9,14,17H,10-13H2,1H3,(H,22,25) Key:CNOFBGYRMCBVLO-UHFFFAOYSA-N

See also

• AH-7921
• Cebranopadol
• Diphenpipenol
• Etazen
• DPI-3290
• Oliceridine
• PZM21
• List of fentanyl analogues

References

1. Kennedy NM, Schmid CL, Ross NC, Lovell KM, Yue Z, Chen YT, et al. (October 2018). "Optimization of a Series of Mu Opioid Receptor (MOR) Agonists with High G Protein Signaling Bias". Journal of Medicinal Chemistry. 61 (19): 8895–8907. doi:10.1021/acs.jmedchem.8b01136. PMC 6386185. PMID 30199635.
2. Vandeputte, Marthe M.; Cannaert, Annelies; Stove, Christophe P. In vitro functional characterization of a panel of non-fentanyl opioid new psychoactive substances. Archives of Toxicology 2020 July doi:10.1007/s00204-020-02855-7 PMID 32734307
3. Verougstraete N, Vandeputte MM, Lyphout C, Cannaert A, Hulpia F, Van Calenbergh S, et al. (August 2020). "First report on brorphine: the next opioid on the deadly new psychoactive substances' horizon?". Journal of Analytical Toxicology. doi:10.1093/jat/bkaa094. PMID 32744605.