CPCCOEt

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Cat.No. 1028 - CPCCOEt | C13H13NO4 | CAS No. 179067-99-3
Description: Selective non-competitive mGlu1 receptor antagonist
Chemical Name: 7-(Hydroxyimino)cyclopropa[b]chromen-1a-carboxylate ethyl ester
Purity: ≥99% (HPLC)
Datasheet
Citations (17)
Literature

Biological Activity

hmGlu1 subtype-selective non-competitive antagonist (IC50 = 6.5 μM). Has no agonist or antagonist activity at hmGlu2, 4a, 5a, 7b, 8a or ionotropic receptors at concentrations of up to 100 μM.

Licensing Information

Sold for research purposes under license from Suntory Ltd.

Compound Libraries

CPCCOEt is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 247.25
Formula C13H13NO4
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 179067-99-3
PubChem ID 6278000
InChI Key FXCTZFMSAHZQTR-KAMYIIQDSA-N
Smiles O=C(OCC)C3(C2C3)OC1=CC=CC=C1/C2=N/O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 24.73 100
ethanol 1.24 5

Preparing Stock Solutions

The following data is based on the product molecular weight 247.25. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.04 mL 20.22 mL 40.44 mL
5 mM 0.81 mL 4.04 mL 8.09 mL
10 mM 0.4 mL 2.02 mL 4.04 mL
50 mM 0.08 mL 0.4 mL 0.81 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Hermans et al (1998) Reversible and non-competitive antagonist profile of CPCCOEt at the human type 1α metabotropic glutamate receptor. Neuropharmacology 37 1645 PMID: 9886688

Litschig et al (1999) CPCCOEt, a noncompetitive metabotropic glutamate receptor 1 antagonist, inhibits receptor signaling without affecting glutamate binding. Mol.Pharmacol. 55 453 PMID: 10051528

Annoura et al (1996) A novel class of antagonists for metabotropic glutamate receptors, 7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxylates. Bioorg.Med.Chem.Lett. 6 763 PMID:


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View all Glutamate (Metabotropic) Group I Receptor Antagonists

Keywords: CPCCOEt, supplier, Selective, non-competitive, mGlu1, mGluR1, receptor, antagonists, Group, I, Receptors, Glutamate, Metabotropic, Glutamate, (Metabotropic), Group, I, Receptors, Glutamate, (Metabotropic), Group, I, Receptors, Tocris Bioscience

17 Citations for CPCCOEt

Citations are publications that use Tocris products. Selected citations for CPCCOEt include:

Cozzoli et al (2012) Nucleus accumbens mGluR5-associated signaling regulates binge alcohol drinking under drinking-in-the-dark procedures. Mol Pain 36 1623 PMID: 22432643

Tappe-Theodor et al (2011) Homer1a signaling in the amygdala counteracts pain-related synaptic plasticity, mGluR1 function and pain behaviors. Proc Natl Acad Sci U S A 7 38 PMID: 21595930

Jackson et al (2010) Control of cerebellar long-term potentiation by P-Rex-family guanine-nucleotide exchange factors and phosphoinositide 3-kinase. PLoS One 5 e11962 PMID: 20694145

Astorga et al (2015) An excitatory GABA loop operating in vivo. Front Cell Neurosci 9 275 PMID: 26236197

Zhong et al (2015) BDNF interacts with endocannabinoids to regulate cocaine-induced synaptic plasticity in mouse midbrain dopamine neurons. Cell Rep 35 4469 PMID: 25762688

Oh et al (2015) Heterosynaptic structural plasticity on local dendritic segments of hippocampal CA1 neurons. Alcohol Clin Exp Res 10 162 PMID: 25558061

Kubota et al (2014) mGluR1-mediated excitation of cerebellar GABAergic interneurons requires both G protein-dependent and Src-ERK1/2-dependent signaling pathways. PLoS One 9 e106316 PMID: 25181481

Tronson et al (2010) Metabotropic glutamate receptor 5/Homer interactions underlie stress effects on fear. J Biol Chem 68 1007 PMID: 21075228

Gibson et al (2008) TRPV1 channels mediate long-term depression at synapses on hippocampal interneurons. Neuron 57 746 PMID: 18341994

Shin et al (2008) Dendritic glutamate release produces autocrine activation of mGluR1 in cerebellar Purkinje cells. J Biol Chem 105 746 PMID: 18174329

Jan and Westbrook (2007) Disynaptic amplification of metabotropic glutamate receptor 1 responses in the olfactory bulb. J Neurosci 27 132 PMID: 17202480

Kirschstein et al (2007) Loss of metabotropic glutamate receptor-dependent long-term depression via downregulation of mGluR5 after status epilepticus. J Neurosci 27 7696 PMID: 17634364

El-Kouhen et al (2006) Blockade of mGluR1 receptor results in analgesia and disruption of motor and cognitive performances: effects of A-841720, a novel non-competitive mGluR1 receptor antagonist. Br J Pharmacol 149 761 PMID: 17016515

Calò et al (2005) Interactions between ephrin-B and metabotropic glutamate 1 receptors in brain tissue and cultured neurons. J Neurosci 25 2245 PMID: 15745950

Jong et al (2005) Functional metabotropic glutamate receptors on nuclei from brain and primary cultured striatal neurons. Role of transporters in delivering ligand. Elife 280 30469 PMID: 15958386

Kawasaki et al (2004) Ionotropic and metabotropic receptors, protein kinase A, protein kinase C, and Src contribute to C-fiber-induced ERK activation and cAMP response element-binding protein phosphorylation in dorsal horn neurons, leading to central sensitization. J Neurosci 24 8310 PMID: 15385614

Kitano et al (2003) Direct interaction and functional coupling between metabotropic glutamate receptor subtype 1 and voltage-sensitive Cav2.1 Ca2+ channel. J Neurosci 278 25101 PMID: 12704197


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