SR-15099

SR-15099
Clinical data
Other names	SR15099; SR-15; SR15; SR 2.0; 5,6-Dichlorodesmethylbrorphine; 5,6-Dichloro-desmethylbrorphine
Drug class	μ-Opioid receptor partial agonist; μ-Opioid receptor positive allosteric modulator; Analgesic
ATC code	None;
Identifiers
	IUPAC name 3-[1-[(4-bromophenyl)methyl]piperidin-4-yl]-5,6-dichloro-1H-benzimidazol-2-one;
PubChem CID	130431412;
ChemSpider	90666148;
ChEMBL	ChEMBL4217435;
Chemical and physical data
Formula	C19H18BrCl2N3O
Molar mass	455.18 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CN(CCC1N2C3=CC(=C(C=C3NC2=O)Cl)Cl)CC4=CC=C(C=C4)Br;
	InChI InChI=1S/C19H18BrCl2N3O/c20-13-3-1-12(2-4-13)11-24-7-5-14(6-8-24)25-18-10-16(22)15(21)9-17(18)23-19(25)26/h1-4,9-10,14H,5-8,11H2,(H,23,26); Key:MKPRNBUMJPGQCS-UHFFFAOYSA-N;

SR-15099, also known as SR 2.0, is an atypical opioid and close analogue of SR-17018 and brorphine.^[1]^[2]^[3] It is the analogue of SR-17018 in which the chlorine atom on the benzyl ring has been replaced with a bromine atom.^[1]^[2] The drug is a non-competitive partial biased agonist of the μ-opioid receptor (MOR) similarly to SR-17018.^[1]^[2] It has similar effects in animals as SR-17018, such as having robust analgesic effects but producing minimal respiratory depression or hyperlocomotion.^[2]^[1]^[4] SR-15099 was first described in the scientific literature by Laura M. Bohn and colleagues by 2017.^[2]

References

1 2 3 4 Acevedo-Canabal A, Grim TW, Schmid CL, McFague N, Stahl EL, Kennedy NM, et al. (June 2023). "Hyperactivity in Mice Induced by Opioid Agonists with Partial Intrinsic Efficacy and Biased Agonism Administered Alone and in Combination with Morphine". Biomolecules. 13 (6): 935. doi:10.3390/biom13060935. PMC 10295947. PMID 37371516.
1 2 3 4 5 Schmid CL, Kennedy NM, Ross NC, Lovell KM, Yue Z, Morgenweck J, et al. (November 2017). "Bias Factor and Therapeutic Window Correlate to Predict Safer Opioid Analgesics". Cell. 171 (5): 1165–1175.e13. doi:10.1016/j.cell.2017.10.035. PMC 5731250. PMID 29149605.
↑ Ujváry I, Christie R, Evans-Brown M, Gallegos A, Jorge R, de Morais J, et al. (April 2021). "DARK Classics in Chemical Neuroscience: Etonitazene and Related Benzimidazoles". ACS Chemical Neuroscience. 12 (7): 1072–1092. doi:10.1021/acschemneuro.1c00037. PMID 33760580.
↑ Azevedo Neto J, Costanzini A, De Giorgio R, Lambert DG, Ruzza C, Calò G (August 2020). "Biased versus Partial Agonism in the Search for Safer Opioid Analgesics". Molecules. 25 (17). Basel, Switzerland: 3870. doi:10.3390/molecules25173870. PMC 7504468. PMID 32854452.