Sigma-LIGAND-1 hydrochloride

• CAT Number: M117436
• CAS Number: 139652-86-1
• Molecular Formula: C27H34ClNO4
• Molecular Weight: 472.02
• Purity: ≥95%
• Synonyms: 6-[6-(4-hydroxypiperidin-1-yl)hexoxy]-3-methyl-2-phenylchromen-4-one;hydrochloride
• InChI: InChI=1S/C27H33NO4.ClH/c1-20-26(30)24-19-23(11-12-25(24)32-27(20)21-9-5-4-6-10-21)31-18-8-3-2-7-15-28-16-13-22(29)14-17-28;/h4-6,9-12,19,22,29H,2-3,7-8,13-18H2,1H3;1H
• InChIKey: GWSBQIZSTCDSLE-UHFFFAOYSA-N
• SMILES: CC1=C(OC2=C(C1=O)C=C(C=C2)OCCCCCCN3CCC(CC3)O)C4=CC=CC=C4.Cl

Sigma-LIGAND-1 hydrochloride is a selective sigma receptor ligand with an IC50s of 16 nM, 19 nM at the DTG site and the PPP site, respectively. Sigma-LIGAND-1 hydrochloride has a Ki of 4000 nM at the dopamine D2 receptor[1].
Administration of Sigma-LIGAND-1 hydrochloride reverseS amphetamine-induced hyperlocomotion in mice, a behavioral model sensitive to antipsychotic compounds. Sigma-LIGAND-1 hydrochloride and its structural analogues have the potential antipsychotic activity[1].

Reference

[1]. Erickson RH, et al. (Aminoalkoxy)chromones. Selective sigma receptor ligands. J Med Chem. 1992 May 1;35(9):1526-35.
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