B8688

Biphenyl-indanone A

≥98% (HPLC), powder

• Synonym(s): 3′-[[(2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]methyl]biphenyl-4-carboxylic acid, BINA, Biphenylindanone A
• Empirical Formula (Hill Notation): C₃₀H₃₀O₄
• CAS Number: 866823-73-6
• Molecular Weight: 454.56
• MDL number: MFCD19440914
• UNSPSC Code: 12352200
• PubChem Substance ID: 329773139

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to tan
• solubility: DMSO: ≥18 mg/mL
• originator: Merck & Co., Inc., Kenilworth, NJ, U.S.
• storage temp.: 2-8°C
• SMILES string: Cc1c(C)c2C(=O)C(Cc2cc1OCc3cccc(c3)-c4ccc(cc4)C(O)=O)C5CCCC5
• InChI: 1S/C30H30O4/c1-18-19(2)28-25(15-26(29(28)31)22-7-3-4-8-22)16-27(18)34-17-20-6-5-9-24(14-20)21-10-12-23(13-11-21)30(32)33/h5-6,9-14,16,22,26H,3-4,7-8,15,17H2,1-2H3,(H,32,33)
• InChI key: KMKBEESNZAPKMP-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Biphenyl-indanone A (BINA) is a potent selective positive allosteric modulator for the group II metabotropic glutamate receptor subtype mGluR2. In animal studies BINA showed anxiolytic and antipsychotic effects, and blocked the effects produced by the hallucinogenic drug DOB. It decreased cocaine self-administration in rats, with no effect on food self-administration. In recombinant systems, BINA selectively potentiated the response of mGluR2 to glutamate with no effect on the glutamate response of other mGluR receptor subtypes tested.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Glutamate Receptors (G Protein Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable