CHPG

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Cat.No. 1049 - CHPG | C8H8NO3Cl | CAS No. 170846-74-9
Description: mGlu5 selective agonist
Chemical Name: (RS)-2-Chloro-5-hydroxyphenylglycine
Purity: ≥99% (HPLC)
Datasheet
Citations (17)
Reviews
Literature

Biological Activity

A selective mGlu5 metabotropic glutamate receptor agonist, completely inactive at mGlu1a receptors expressed in CHO cells. Active in vivo.

Sodium Salt also available.

Technical Data

M. Wt 201.61
Formula C8H8NO3Cl
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 170846-74-9
PubChem ID 3645780
InChI Key UNIDAFCQFPGYJJ-UHFFFAOYSA-N
Smiles NC(C(O)=O)C1=CC(O)=CC=C1Cl

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

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
1.1eq. NaOH 20.16 100

Preparing Stock Solutions

The following data is based on the product molecular weight 201.61. 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.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.96 mL 24.8 mL 49.6 mL
5 mM 0.99 mL 4.96 mL 9.92 mL
10 mM 0.5 mL 2.48 mL 4.96 mL
50 mM 0.1 mL 0.5 mL 0.99 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

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

Bao et al (2001) Selective mGluR5 receptor antagonist or agonist provides neuroprotection in a rat model of focal cerebral ischaemia. Brain Res. 922 173 PMID: 11743947

Doherty et al (1997) (RS)-2-Chloro-5-hydroxyphenylglycine (CHPG) activates mGlu5, but not mGlu1, receptors expressed in CHO cells and potentiates NMDA responses in the hippocampus. Neuropharmacology 36 265 PMID: 9144665

Salt et al (1999) Antagonism of the mGlu5 agonist 2-chloro-5-hydroxyphenylglycine by the novel selective mGlu5 antagonist 6-methyl-2-(phenylethynyl)-pyridine (MPEP) in the thalamus. Br.J.Pharmacol. 127 1057 PMID: 10455248

Ugolini et al (1999) Potentiation of NMDA and AMPA responses by the specific mGluR5 agonist CHPG in spinal cord motoneurones. Neuropharmacology 38 1569 PMID: 10530818


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

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Keywords: CHPG, CHPG supplier, mGlu5, mGluR5, selective, agonist, mGlur, Group, I, Receptors, Glutamate, Metabotropic, (Metabotropic), 1049, Tocris Bioscience

17 Citations for CHPG

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

Tang et al (2015) Stimulation-evoked Ca2+ signals in astrocytic processes at hippocampal CA3-CA1 synapses of adult mice are modulated by glutamate and ATP. J Neurosci 35 3016 PMID: 25698739

Loane et al (2013) Activation of mGluR5 and inhibition of NADPH oxidase improves functional recovery after traumatic brain injury. J Biol Chem 30 403 PMID: 23199080

Hino et al (2012) Anticonvulsive effect of paeoniflorin on experimental febrile seizures in immature rats: possible application for febrile seizures in children. PLoS One 7 e42920 PMID: 22916181

Parri et al (2010) Sensory and cortical activation of distinct glial cell subtypes in the somatosensory thalamus of young rats. Eur J Neurosci 32 29 PMID: 20608967

Rojas et al (2013) Activation of group I metabotropic glutamate receptors potentiates heteromeric kainate receptors. Mol Pharmacol 83 106 PMID: 23066089

Kammermeier (2012) The orthosteric agonist 2-chloro-5-hydroxyphenylglycine activates mGluR5 and mGluR1 with similar efficacy and potency. Proc Natl Acad Sci U S A 12 6 PMID: 22642439

Beard et al (2012) Metabotropic glutamate receptor 5 mediates phosphorylation of vascular endothelial cadherin and nuclear localization of β-catenin in response to homocysteine. Vascul Pharmacol 56 159 PMID: 22285407

David-Pereira (2017) The medullary dorsal reticular nucleus as a relay for descending pronociception induced by the mGluR5 in the rat infralimbic cortex. Neuroscience 349 341 PMID: 28300633

Ren et al (2012) Intrathecal injection of metabotropic glutamate receptor subtype 3 and 5 agonist/antagonist attenuates bone cancer pain by inhibition of spinal astrocyte activation in a mouse model. Anesthesiology 116 122 PMID: 22123524

Liu et al (2012) Metabotropic glutamate receptor 5 contributes to inflammatory tongue pain via extracellular signal-regulated kinase signaling in the trigeminal spinal subnucleus caudalis and upper cervical spinal cord. J Neuroinflammation 9 258 PMID: 23181395

Ferré et al (2002) Synergistic interaction between adenosine A2A and glutamate mGlu5 receptors: implications for striatal neuronal function. Glia 99 11940 PMID: 12189203

Chen et al (2011) mGluR5 positive modulators both potentiate activation and restore inhibition in NMDA receptors by PKC dependent pathway. J Biomed Sci 18 19 PMID: 21342491

Lin et al (2009) Antinociceptive actions of honokiol and magnolol on glutamatergic and inflammatory pain. J Biomed Sci 16 94 PMID: 19832997

Byrnes et al (2009) Activation of metabotropic glutamate receptor 5 improves recovery after spinal cord injury in rodents. Ann Neurol 66 63 PMID: 19670441

Byrnes et al (2009) Metabotropic glutamate receptor 5 activation inhibits microglial associated inflammation and neurotoxicity. J Neurotrauma 57 550 PMID: 18816644

Kim et al (2008) Aberrant early-phase ERK inactivation impedes neuronal function in fragile X syndrome. BMC Pharmacol 105 4429 PMID: 18332424

Neyman and Manahan-Vaughan (2008) Metabotropic glutamate receptor 1 (mGluR1) and 5 (mGluR5) regulate late phases of LTP and LTD in the hippocampal CA1 region in vitro. Eur J Neurosci 27 1345 PMID: 18364018


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Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


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