CPCCOEt

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Cat.No. 1028 - CPCCOEt | C13H13NO4 | CAS No. 179067-99-3
Description: Selective non-competitive mGlu1 antagonist
Chemical Name: 7-(Hydroxyimino)cyclopropa[b]chromen-1a-carboxylate ethyl ester
Purity: ≥99% (HPLC)
Datasheet
Citations (28)
Reviews (1)
Literature (10)

Biological Activity for CPCCOEt

CPCCOEt is a 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 for CPCCOEt

CPCCOEt is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for CPCCOEt

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for CPCCOEt

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

Preparing Stock Solutions for CPCCOEt

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

Select a batch to recalculate based on the batch molecular weight:
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 for CPCCOEt

Certificate of Analysis / Product Datasheet
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References for CPCCOEt

References are publications that support the biological activity of the product.

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


If you know of a relevant reference for CPCCOEt, please let us know.

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Keywords: CPCCOEt, CPCCOEt supplier, Selective, non-competitive, mGlu1, mGluR1, receptor, antagonists, Group, I, Receptors, Glutamate, Metabotropic, (Metabotropic), 1028, Tocris Bioscience

28 Citations for CPCCOEt

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

Zhong et al (2015) BDNF interacts with endocannabinoids to regulate cocaine-induced synaptic plasticity in mouse midbrain DA 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

Oh et al (2013) Synapse-specific and size-dependent mechanisms of spine structural plasticity accompanying synaptic weakening. Proc Natl Acad Sci U S A 110 E305 PMID: 23269840

Patel et al (2009) Mobilization of calcium from intracellular stores facilitates somatodendritic DA release. J Neurosci 29 6568 PMID: 19458227

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

Melis et al (2004) Prefrontal cortex stimulation induces 2-arachidonoyl-glycerol-mediated suppression of excitation in DA neurons. J Neurosci 24 10707 PMID: 15564588

Wu et al (2004) Group I metabotropic glutamate receptor activation produces a direct excitation of identified septohippocampal cholinergic neurons. J Neurophysiol 92 1216 PMID: 15044519

Marino et al (2003) Allosteric modulation of group III metabotropic glutamate receptor 4: a potential approach to Parkinson's disease treatment. Proc Natl Acad Sci U S A 100 13668 PMID: 14593202

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

Zheng and Raman (2011) Prolonged postinhibitory rebound firing in the cerebellar nuclei mediated by group I metabotropic glutamate receptor potentiation of L-type calcium currents. J Neurosci 31 10283 PMID: 21753005

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

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

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

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

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

Bloodgood and Sabatini (2007) Nonlinear regulation of unitary synaptic signals by CaV(2.3) voltage-sensitive calcium channels located in dendritic spines. Neuron 53 249 PMID: 17224406

Duguid et al (2007) Somatodendritic release of glutamate regulates synaptic inhibition in cerebellar Purkinje cells via autocrine mGluR1 activation. J Neurosci 27 12464 PMID: 18003824

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

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

Cai and Ford (2018) DA Cells Differentially Regulate Striatal Cholinergic Transmission across Regions through Corelease of DA and Glutamate. Cell Rep 25 3148 PMID: 30540946

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

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

Jiang et al (2006) Activation of group III metabotropic glutamate receptors attenuates rotenone toxicity on DArgic neurons through a microtubule-dependent mechanism. J Neurosci 26 4318 PMID: 16624952

Hashimotodani et al (2005) Phospholipase Cbeta serves as a coincidence detector through its Ca2+ dependency for triggering retrograde endocannabinoid signal. Neuron 45 257 PMID: 15664177


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