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Merck

5.04479

Sigma-Aldrich

JNJ 16259685 - CAS 409345-29-5 - Calbiochem

Synonym(s):

JNJ 16259685 - CAS 409345-29-5 - Calbiochem, (3,4-Dihydro-2H-pyrano[2,3-b]quinolin-7-yl)-(cis-4-methoxycyclohexyl)-methanone

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About This Item

Empirical Formula (Hill Notation):
C20H23NO3
CAS Number:
Molecular Weight:
325.40
UNSPSC Code:
12352200

Assay

≥98% (TLC)

Quality Level

form

solid

potency

0.55 nM IC50
0.34 nM Ki

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white to off-white

solubility

DMSO: 25 mM

storage temp.

2-8°C

General description

An extremely potent, non-competitive antagonist for mGlu receptor subtype 1 (Ki = 0.34 nM; IC50 = 0.55 nM). 400-fold more selective for mGlu1 than for mGlu5 and no interaction with mGlu2, mGlu3, mGlu4, mGlu6, AMPA or NMDA receptors (IC50 >10 µM). Centrally active following systemic administration. Widely used for studying substance abuse, learning and memory, and neural plasticity.

Biochem/physiol Actions

Primary Target
mGlu₁

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Lavreysen, H., et al. 2004. Neuropharmacology.47, 961.

Steckler, T., et al. 2005. Psychopharmacology.179, 198.

Steckler, T., et al. 2005. Behav. Brain. Res.164, 52.

Mabire, D., et al. 2005. J. Med. Chem.48, 2134.
Fukunaga, I., et al. 2007. Br. J. Pharmacol.151, 870.

Knopfel, T., et al. 2007. Br. J. Pharmacol.151, 723.

Achat-Mendes, C., et al. 2012. J. Pharmacol. Exp. Ther.343, 214.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Related Content

Glutamate is an excitatory neurotransmitter found in the synaptic vesicles of glutamatergic synapses. The post-synaptic neurons in these synapses contain ionotropic and metabotropic glutamate receptors. Glutamate binds to AMPA (α-amino-3-hydroxy-5- methylisoxazole-4-propionic acid) subtype glutamate receptors, leading to sodium influx into the post-synaptic cell and resulting in neuronal excitability and synaptic transmission. The NMDA (N-methyl-d-aspartate) subtype glutamate receptors, on the other hand, regulate synaptic plasticity, and can influence learning and memory. The metabotropic g-protein coupled mGluRs modulate downstream calcium signaling pathways and indirectly influence the synapse’s excitability. The synaptic architecture includes intracellular scaffolding proteins (PSD-95, GRIP), intercellular cell adhesion molecules (NCAMs, N-Cadherins), and a variety of signaling proteins (CaMKII/PKA, PP1/PP2B). Processes critical for synaptic transmission and plasticity are influenced by these molecules and their interactions. When the function of these molecules is disrupted, it leads to synaptic dysfunction and degeneration, and can contribute to dementia as seen in Alzheimer’s disease.

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