| Identification | Back Directory | [Name]
Biphenylindanone A | [CAS]
866823-73-6 | [Synonyms]
BINA
CS-203
MRLSD 230
BINA, >=98%
Biphenylindanone A
4-[3-[(2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydroinden-5-yl)oxymethyl]phenyl]benzoic acid
3'-[[(2-Cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]methyl]biphenyl-4-carboxylic acid
3'-[[(2-Cyclopentyl-2,3-dihydro-6,7-dimethyl-1-oxo-1H-inden-5-yl)oxy]methyl]-[1,1'-biphenyl]-4-carboxylicacid
[1,1'-Biphenyl]-4-carboxylic acid, 3'-[[(2-cyclopentyl-2,3-dihydro-6,7-diMethyl-1-oxo-1H-inden-5-yl)oxy]Methyl]- | [Molecular Formula]
C30H30O4 | [MDL Number]
MFCD19440914 | [MOL File]
866823-73-6.mol | [Molecular Weight]
454.56 |
| Chemical Properties | Back Directory | [Melting point ]
238-241℃ | [Boiling point ]
676.9±55.0 °C(Predicted) | [density ]
1.220 | [storage temp. ]
Desiccate at RT | [solubility ]
DMSO: ≥18mg/mL | [form ]
powder | [pka]
4.17±0.10(Predicted) | [color ]
white to tan |
| Hazard Information | Back Directory | [Description]
The metabotropic glutamate receptor 2 (mGluR2) is a Gi/o-coupled receptor which is expressed on presynaptic nerve terminals and modulates the release of neurotransmitters like glutamate and GABA. 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. It has no effect on glutamate-induced activation of other mGluR types. BINA can be used on cells, tissues, or animals. 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. | [Uses]
Biphenylindanone A is an orally active metabotropic glutamate subtype 2 receptor positive allosteric modulator. | [Definition]
ChEBI: Biphenylindanone a is a member of biphenyls. | [IC 50]
mGluR2 | [storage]
Room temperature (desiccate) | [References]
[1] RUGGERO GALICI. Biphenyl-indanone A, a positive allosteric modulator of the metabotropic glutamate receptor subtype 2, has antipsychotic- and anxiolytic-like effects in mice.[J]. Journal of Pharmacology and Experimental Therapeutics, 2006, 318 1: 173-185. DOI: 10.1124/jpet.106.102046
[2] RAVEENDRA-PANICKAR DHANYA. 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]. Journal of Medicinal Chemistry, 2010, 54 1: 342-353. DOI: 10.1021/jm1012165
[3] MICHAEL A BENNEYWORTH. A selective positive allosteric modulator of metabotropic glutamate receptor subtype 2 blocks a hallucinogenic drug model of psychosis.[J]. Molecular Pharmacology, 2007, 72 2: 477-484. DOI: 10.1124/mol.107.035170
[4] E.A. HACKLER . Selective potentiation of the metabotropic glutamate receptor subtype 2 blocks phencyclidine-induced hyperlocomotion and brain activation[J]. Neuroscience, 2010, 168 1: Pages 209-218. DOI: 10.1016/j.neuroscience.2010.02.057
[5] XINCHUN JIN. 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[J]. Neuropsychopharmacology, 2010, 35 10: 2021-2036. DOI: 10.1038/npp.2010.82 |
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