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Merck
CN

SML0258

CPPG

≥98% (HPLC)

Synonym(s):

(R,S)-α-Cyclopropyl-4-phosphonophenylglycine

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About This Item

Empirical Formula (Hill Notation):
C11H14NO5P
CAS Number:
183364-82-1
Molecular Weight:
271.21
NACRES:
NA.77
PubChem Substance ID:
329825266
UNSPSC Code:
12352200
MDL number:
MFCD00673967

Key Documents

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InChI

1S/C11H14NO5P/c12-11(10(13)14,7-1-2-7)8-3-5-9(6-4-8)18(15,16)17/h3-7H,1-2,12H2,(H,13,14)(H2,15,16,17)

SMILES string

NC(C1CC1)(C(O)=O)c2ccc(cc2)P(O)(O)=O

InChI key

IGODGTDUQSMDQU-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: >5 mg/mL

storage temp.

room temp

Biochem/physiol Actions

(R,S)-α-Cyclopropyl-4-phosphonophenylglycine (CPPG) can be used in combination with scopolamine to treat the depressive disorder.
CPPG is a potent group II/III metabotropic glutamate receptor antagonist, with approximately 20-fold selectivity for mGlu group III over group II (IC50 values of 2.2 and 46.2 nM respectively).
CPPG is a potent group II/III metabotropic glutamate receptor antagonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
042M4752V
0000064553
0000064554
0000013559

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Kouji Fukuyama et al.
Biomolecules, 9(6) (2019-06-20)
Pharmacological mechanisms of gold-standard antipsychotics against treatment-refractory schizophrenia, such as clozapine (CLZ), remain unclear. We aimed to explore the mechanisms of CLZ by investigating the effects of MK801 and CLZ on tripartite synaptic transmission in the thalamocortical glutamatergic pathway using
Mohaddeseh Ebrahimi-Ghiri et al.
Physiology & behavior, 224, 113034-113034 (2020-07-01)
Clinical trials have revealed that the muscarinic receptor antagonist scopolamine produces a fast and potent antidepressant response. However, the anticholinergic adverse effects and the risk of psychosis at higher doses limit the widespread clinical use of scopolamine. Combination therapy of
Chantalle Briggs et al.
Neuropharmacology, 154, 50-60 (2018-12-27)
Sleep/wake states are controlled by sleep- and wake-promoting systems, and transitions between states are thought to be regulated by their reciprocal inhibition and homeostatic sleep need. Orexin neurons are known to promote wake maintenance and stabilize the sleep/wake switch. Thus
Jing-Jing Zhou et al.
Neuropharmacology, 174, 108159-108159 (2020-05-27)
The hypothalamic paraventricular nucleus (PVN) plays a major role in generating increased sympathetic output in hypertension. Although group III metabotropic glutamate receptors (mGluRs) are expressed in the hypothalamus, little is known about their contribution to regulating PVN presympathetic neurons in
Helena Domin et al.
Neuropharmacology, 102, 276-294 (2015-12-10)
In the present study, we investigated the effect of ACPT-I [(1S, 3R,4S)-1-aminocyclopentane-1,2,4-tricarboxylic acid], a blood-brain-barrier permeable agonist of group III mGlu receptor, against oxygen-glucose deprivation (OGD)-evoked neuronal cell death in primary neuronal cell cultures and in the model of transient
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