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SML1124

Sigma-Aldrich

CPCCOEt

≥98% (HPLC)

Synonym(s):

7-Hydroxyiminocyclopropan[b]chromen-1α-carboxylic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C13H13NO4
CAS Number:
179067-99-3
Molecular Weight:
247.25
MDL number:
MFCD00947859
UNSPSC Code:
12352200
PubChem Substance ID:
329825663
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(OCC)C(C1)(OC2=C/3C=CC=C2)C1C3=N/O

InChI

1S/C13H13NO4/c1-2-17-12(15)13-7-9(13)11(14-16)8-5-3-4-6-10(8)18-13/h3-6,9,16H,2,7H2,1H3/b14-11-

InChI key

FXCTZFMSAHZQTR-KAMYIIQDSA-N

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Biochem/physiol Actions

CPCCOEt is a selective non-competitive metabotropic glutamate receptor mGluR1 antagonist with no agonist or antagonist activity at mGlu2, 4a, 5a, 7b, 8a or ionotropic receptors at concentrations of up to 100 μM.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Valerie L Hedges et al.
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Estrogens affect cerebellar activity and cerebellum-based behaviors. Within the adult rodent cerebellum, the best-characterized action of estradiol is to enhance glutamatergic signaling. However, the mechanisms by which estradiol promotes glutamatergic neurotransmission remain unknown. Within the mouse cerebellum, we found that
Bo Liu et al.
Brain research, 1704, 241-248 (2018-10-23)
Glioma is a primary brain tumor with high frequency and dismal prognosis. As there is no permanent cure available, identifying new therapy or mediator to augment the effectiveness of existing therapy is urgently needed. In the current study we tested
Carrie Bowman Dalley et al.
The Journal of pharmacology and experimental therapeutics, 367(1), 59-70 (2018-07-29)
Glioma refers to malignant central nervous system tumors that have histologic characteristics in common with glial cells. The most prevalent type, glioblastoma multiforme, is associated with a poor prognosis and few treatment options. On the basis of reports of aberrant
Christopher E Vaaga et al.
eLife, 9 (2020-03-25)
Innate defensive behaviors, such as freezing, are adaptive for avoiding predation. Freezing-related midbrain regions project to the cerebellum, which is known to regulate rapid sensorimotor integration, raising the question of cerebellar contributions to freezing. Here, we find that neurons of
Shane D Hellyer et al.
Molecular pharmacology, 93(5), 504-514 (2018-03-09)
Numerous positive and negative allosteric modulators (PAMs and NAMs) of class C G protein-coupled receptors (GPCRs) have been developed as valuable preclinical pharmacologic tools and therapeutic agents. Although many class C GPCR allosteric modulators have undergone subtype selectivity screening, most
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