A positive allosteric modulator of mGluR2
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Biphenylindanone A

Item No. 11986

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3'-[[(2-cyclopentyl-2,3-dihydro-6,7-dimethyl-1-oxo-1H-inden-5-yl)oxy]methyl]-[1,1'-biphenyl]-4-carboxylic acid
CAS Number
866823-73-6
Synonyms
  • BINA
  • MRLSD 230
Molecular Formula
C30H30O4
Formula Weight
454.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1.6 mg/mlDMSO: 1.3 mg/mlEthanol: 0.20 mg/ml
λmax
209, 271 nm
SMILES
CC1=C(C)C2=C(CC(C3CCCC3)C2=O)C=C1OCC4=CC(C5=CC=C(C(O)=O)C=C5)=CC=C4
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    5 mg

    $117

    Add

    10 mg

    $203

    Add

    25 mg

    $470

    Add
    Product Description

    Biphenylindanone A (BINA) is a positive allosteric modulator of mGluR2, stimulating the human and rat receptors with EC50 values of 33.2 and 96 nM, respectively.1 It has no effect on glutamate-induced activation of other mGluR types.1 BINA can be used on cells, tissues, or animals.1,2 Because of its selectivity for mGluR2, robust in vivo activity, and brain penetrance, BINA can be used to elucidate the role of mGluR2 in such diverse processes as psychosis, schizophrenia, and drug addiction.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Galici, R., Jones, C.K., Hemstapat, K., et al. Biphenyl-indanone A, a positive allosteric modulator of the metabotropic glutamate receptor subtype 2, has antipsychotic- and anxiolytic-like effects in mice. J. Pharmacol. Exp. Ther. 318(1), 173-185 (2006).

    2. Dhanya, R.P., Sidique, S., Sheffler, D.J., et al. Design and synthesis of an orally active metabotropic glutamate receptor subtype-2 (mGluR2) positive allosteric modulator (PAM) that decreases cocaine self-administration in rats. J. Med. Chem. 54(1), 342-353 (2011).

    3. Benneyworth, M.A., Xiang, Z., Smith, R.L., et al. A selective positive allosteric modulator of metabotropic glutamate receptor subtype 2 blocks a hallucinogenic drug model of psychosis. Mol. Pharmacol. 72(2), 477-484 (2007).

    4. Hackler, E.A., Byun, N.E., Jones, C.K., et al. Selective potentiation of the metabotropic glutamate receptor subtype 2 blocks phencyclidine-induced hyperlocomotion and brain activation. Neuroscience 168, 209-218 (2010).

    5. Jin, X., Semenova, S., Yang, L., et al. The mGluR2 positive allosteric modulator BINA decreases cocaine self-administration and cue-induced cocaine-seeking and counteracts cocaine-induced enhancement of brain reward function in rats. Neuropsychopharmacology 35(10), 2021-2036 (2010).