PSB-SB-1202

PSB-SB-1202
Identifiers
	IUPAC name 7-pentyl-5-methoxy-3-(2-methoxybenzyl)-2H-chromen-2-one;
CAS Number	1399049-60-5;
PubChem CID	70677953;
ChemSpider	28668367;
UNII	429P6KRK5A;
CompTox Dashboard (EPA)	DTXSID101045359 ;
Chemical and physical data
Formula	C23H26O4
Molar mass	366.457 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1C(CC2=C(OC)C=CC=C2)=CC3=C(C=C(CCCCC)C=C3OC)O1;
	InChI InChI=1S/C23H26O4/c1-4-5-6-9-16-12-21(26-3)19-15-18(23(24)27-22(19)13-16)14-17-10-7-8-11-20(17)25-2/h7-8,10-13,15H,4-6,9,14H2,1-3H3; Key:VZYCAUIYIZSPQY-UHFFFAOYSA-N;

PSB-SB-1202 is a coumarin derivative which is an agonist at the cannabinoid receptors CB₁ and CB₂, with a CB₁ Ki of 32nM and a CB₂ Ki of 49nM.^[1] It is also a weak antagonist at the related receptor GPR55, with an IC₅₀ of 6350nM, but has no significant affinity for GPR18.^[2]

References

^ Rempel V, Volz N, Hinz S, Karcz T, Meliciani I, Nieger M, et al. (September 2012). "7-Alkyl-3-benzylcoumarins: a versatile scaffold for the development of potent and selective cannabinoid receptor agonists and antagonists". Journal of Medicinal Chemistry. 55 (18): 7967–77. doi:10.1021/jm3008213. PMID 22916707.
^ Rempel V, Volz N, Gläser F, Nieger M, Bräse S, Müller CE (June 2013). "Antagonists for the orphan G-protein-coupled receptor GPR55 based on a coumarin scaffold". Journal of Medicinal Chemistry. 56 (11): 4798–810. doi:10.1021/jm4005175. PMID 23679955.

[1] Rempel V, Volz N, Hinz S, Karcz T, Meliciani I, Nieger M, et al. (September 2012). "7-Alkyl-3-benzylcoumarins: a versatile scaffold for the development of potent and selective cannabinoid receptor agonists and antagonists". Journal of Medicinal Chemistry. 55 (18): 7967–77. doi:10.1021/jm3008213. PMID 22916707.

[2] Rempel V, Volz N, Gläser F, Nieger M, Bräse S, Müller CE (June 2013). "Antagonists for the orphan G-protein-coupled receptor GPR55 based on a coumarin scaffold". Journal of Medicinal Chemistry. 56 (11): 4798–810. doi:10.1021/jm4005175. PMID 23679955.

[1]

[2]

See also

References