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C7743

Sigma-Aldrich

CHPG

≥98% (HPLC), white, solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H8ClNO3
Número de CAS:
170846-74-9
Peso molecular:
201.61
MDL number:
MFCD01321059
UNSPSC Code:
12352200
PubChem Substance ID:
329775148
NACRES:
NA.77

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. 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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
Jiang Chang et al.
Brain research bulletin, 146, 1-6 (2018-12-07)
Reticulons (RTNs) are a group of membrane-bound proteins that are dominantly localized to the endoplasmic reticulum (ER). RTN1-C, one isoform of RTNs highly expressed in the brain, has been shown to mediate neuronal injury in cerebral ischemia models. The aim
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
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