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B8688

Sigma-Aldrich

Biphenyl-indanone A

≥98% (HPLC), powder

Synonym(e):

3′-[[(2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]methyl]biphenyl-4-carboxylic acid, BINA, Biphenylindanone A

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About This Item

Empirische Formel (Hill-System):
C30H30O4
CAS-Nummer:
866823-73-6
Molekulargewicht:
454.56
MDL-Nummer:
MFCD19440914
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329773139

Assay

≥98% (HPLC)

Form

powder

Farbe

white to tan

Löslichkeit

DMSO: ≥18 mg/mL

Ersteller

Merck & Co., Inc., Kenilworth, NJ, U.S.

Lagertemp.

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)

InChIKey

KMKBEESNZAPKMP-UHFFFAOYSA-N

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Jun-Tao Gao et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 43(13), 2615-2626 (2018-10-05)
Opioid abuse is a rapidly growing public health crisis in the USA. Despite extensive research in the past decades, little is known about the etiology of opioid addiction or the neurobiological risk factors that increase vulnerability to opioid use and
Thor C Møller et al.
Scientific reports, 8(1), 10414-10414 (2018-07-12)
G protein coupled receptors (GPCRs) play essential roles in intercellular communication. Although reported two decades ago, the assembly of GPCRs into dimer and larger oligomers in their native environment is still a matter of intense debate. Here, using number and
Guendalina Olivero et al.
British journal of pharmacology, 174(24), 4785-4796 (2017-10-03)
We recently proposed the existence of mGlu We studied the effect of LY566332, an mGlu Cortical synaptosomes possess LY566332-sensitive autoreceptors that are slightly, although significantly, susceptible to LY2389575. In contrast, LY566332-insensitive and LY2389575-sensitive autoreceptors are present in spinal cord terminals.
Maarten L J Doornbos et al.
Biochemical pharmacology, 155, 356-365 (2018-07-22)
While many orthosteric ligands have been developed for the mGlu2 receptor, little is known about their target binding kinetics and how these relate to those of the endogenous agonist glutamate. Here, the kinetic rate constants, i.e. kon and koff, of

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