SCH-202,596

SCH-202,596
Clinical data
ATC code	none;
Identifiers
	IUPAC name methyl (2S)-5,7-dichloro-5'-methoxy-6-methyl-3,3'-dioxo-4-([(1R,4R,5R,6S)-4,5,6-trihydroxy-2-methoxycarbonyl-1-cyclohex-2-enyl]oxy)spiro[1-benzofuran-2,6'-cyclohexa-1,4-diene]-1'-carboxylate;
CAS Number	196615-89-1;
PubChem CID	11758032;
IUPHAR/BPS	6128;
ChemSpider	9932733;
Chemical and physical data
Formula	C25H22Cl2O12
Molar mass	585.34 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(OC)\C4=C\[C@@H](O)[C@@H](O)[C@H](O)[C@@H]4Oc2c(Cl)c(c(Cl)c1O[C@@]3(C(=O)c12)C(/C(=O)OC)=C\C(=O)\C=C3\OC)C;
	InChI InChI=1S/C25H22Cl2O12/c1-8-15(26)20(38-19-10(23(33)36-3)7-12(29)17(30)18(19)31)14-21(16(8)27)39-25(22(14)32)11(24(34)37-4)5-9(28)6-13(25)35-2/h5-7,12,17-19,29-31H,1-4H3/t12-,17-,18+,19-,25+/m1/s1; Key:LNGFWDFUPRZMJI-VEHFIHCQSA-N;

SCH-202,596 is a natural product which is a metabolite derived from an Aspergillus fungus. It acts as a selective non-peptide antagonist for the receptor GAL-1, which is usually activated by the neuropeptide galanin. SCH-202,596 is used for scientific research into this still little characterised receptor subtype.[1][2]

References

Min C, et al. A New Fungal Metabolite, Sch 202596, with Inhibitory Activity in the Galanin Receptor GALR1 Assay. Tetrahedron Letters 1997; 38(35):6111–6114. doi:10.1016/S0040-4039(97)01385-3
Katoh T, et al. Synthetic studies on Sch 202596, an antagonist of the galanin receptor subtype GalR1: an efficient synthesis of (±)-geodin, the spirocoumaranone part of Sch 202596. Tetrahedron 2002; 58(7):1289–1299.

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[1] Min C, et al. A New Fungal Metabolite, Sch 202596, with Inhibitory Activity in the Galanin Receptor GALR1 Assay. Tetrahedron Letters 1997; 38(35):6111–6114. doi:10.1016/S0040-4039(97)01385-3

[2] Katoh T, et al. Synthetic studies on Sch 202596, an antagonist of the galanin receptor subtype GalR1: an efficient synthesis of (±)-geodin, the spirocoumaranone part of Sch 202596. Tetrahedron 2002; 58(7):1289–1299.