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Key Documents

C7743

Sigma-Aldrich

CHPG

≥98% (HPLC), white, solid

Synonym(s):

α-Amino-2-chloro-5-hydroxybenzeneacetic acid, (RS)-2-Chloro-5-hydroxyphenylglycine

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About This Item

Empirical Formula (Hill Notation):
C8H8ClNO3
CAS Number:
Molecular Weight:
201.61
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Assay

≥98% (HPLC)

form

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

Biochem/physiol Actions

CHPG is a selective, potent mGluR5 agonist.
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.

Features and Benefits

This compound is featured on the Glutamate Receptors (G Protein Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
Jean M Abel et al.
Psychopharmacology, 236(7), 2155-2171 (2019-06-05)
Exercise shows promise as a treatment option for addiction; but in order to prevent relapse, it may need to be introduced early in the course of treatment. We propose that exercise, by upregulating dorsal medial prefrontal cortex (dmPFC)-nucleus accumbens (NAc)
Xiao Xu Bai et al.
Toxicology letters, 288, 71-81 (2018-02-20)
Clinical epidemiological studies have shown that there is a link between Parkinson's disease (PD) and cancer, but how PD regulates cancer development remains unknown. In our study, the effect of metabotropic glutamate receptor 5 (mGlu5) on hepatoma was explored in

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