C7743

Sigma-Aldrich

CHPG

≥98% (HPLC), white solid

Synonym(s):
α-Amino-2-chloro-5-hydroxybenzeneacetic acid, (RS)-2-Chloro-5-hydroxyphenylglycine
Empirical Formula (Hill Notation):
C8H8ClNO3
CAS Number:
Molecular Weight:
201.61
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid
white solid

color

white

solubility

DMSO: ≥10 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

NC(C(O)=O)c1cc(O)ccc1Cl

InChI

1S/C8H8ClNO3/c9-6-2-1-4(11)3-5(6)7(10)8(12)13/h1-3,7,11H,10H2,(H,12,13)

InChI key

UNIDAFCQFPGYJJ-UHFFFAOYSA-N

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

CHPG is a selective, potent mGluR5 agonist. CHO cells expressing mGluR5 (but not those expressing mGluR1) are activated by CHPG. In vivo, CHPG stimulates thalamic neurons and is antagonized by MPEP (selective mGluR5 antagonist); CHPG potentiates NMDA and AMPA responses in spinal cord and produces oscillations in intracellular calcium in dorsal root ganglion cells.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Certificate of Analysis

Certificate of Origin

Chunjie Li et al.
Molecular neurobiology, 54(7), 5286-5299 (2016-09-01)
Glutamate is one of the major excitatory neurotransmitters of the CNS and is essential for numerous key neuronal functions. However, excess glutamate causes massive neuronal death and brain damage owing to excitotoxicity via the glutamate receptors. Metabotropic glutamate receptor 5...
Yan-Gang Sun et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 36(30), 7886-7896 (2016-07-29)
Acetylcholine (ACh) signaling is involved in a wide range of processes, including arousal, attention, and learning. An increasing number of studies indicate that cholinergic control of these functions is highly deterministic, mediated by synaptic afferents that generate reliable and precise...
Kuniya Honda et al.
Pain, 158(9), 1754-1764 (2017-06-18)
Peripheral tissue inflammation or injury causes glutamate release from nociceptive axons, keratinocytes, and Schwann cells, resulting in thermal hypersensitivity. However, the detailed molecular mechanisms underlying glutamate-induced thermal hypersensitivity are unknown. The aim of this study was to clarify the involvement...
Michael A Benneyworth et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 39(24), 4785-4796 (2019-04-06)
Understanding the neurobiological processes that incite drug craving and drive relapse has the potential to help target efforts to treat addiction. The NAc serves as a critical substrate for reward and motivated behavior, in part due to alterations in excitatory...
Martina Beneventano et al.
Frontiers in pharmacology, 8, 812-812 (2017-11-25)
Metabotropic glutamate (mGlu) receptor 5 is involved in neuroinflammation and has been shown to mediate reduced inflammation and neurotoxicity and to modify microglia polarization. On the other hand, blockade of mGlu5 receptor results in inhibition of microglia activation. To dissect...

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