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SML1799

Sigma-Aldrich

UCPH-102

≥98% (HPLC)

Synonym(s):

2-Amino-4-methyl-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, 2-Amino-5,6,7,8-tetrahydro-4-methyl-7-(1-naphthalenyl)-5-oxo-4H-1-benzopyran-3-carbonitrile

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About This Item

Empirical Formula (Hill Notation):
C21H18N2O2
CAS Number:
1229591-56-3
Molecular Weight:
330.38
UNSPSC Code:
12352200
PubChem Substance ID:
329826072
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1)C2=C(OC(N)=C(C#N)C2C)CC1C3=C(C=CC=C4)C4=CC=C3

Biochem/physiol Actions

UCPH-102 is a selective inhibitor of the Excitatory Amino Acid Transporter subtype-1 (EAAT1, GLAST) with an IC50 value of 420 nM for EAAT1 and >300 μM for EAAT2-5. UCPH-102 has been shown to cross the blood-brain barrier, so should become a valuable tool for studying the role of EAAT1 in brain.

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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Bjarke Abrahamsen et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(3), 1068-1087 (2013-01-18)
In the present study, the mechanism of action and molecular basis for the activity of the first class of selective inhibitors of the human excitatory amino acid transporter subtype 1 (EAAT1) and its rodent ortholog GLAST are elucidated. The previously
Tri H V Huynh et al.
Bioorganic & medicinal chemistry, 20(23), 6831-6839 (2012-10-18)
The excitatory amino acid transporters (EAATs) play a pivotal role in regulating the synaptic concentration of glutamate in the mammalian central nervous system. To date, five different subtypes have been identified, named EAAT15 in humans (and GLAST, GLT-1, EAAC1, EAAT4
Mette N Erichsen et al.
Neurochemical research, 39(10), 1964-1979 (2014-04-01)
Uptake of the major excitatory neurotransmitter in the CNS, (S)-glutamate, is mediated by a family of excitatory amino acid transporters (EAAT). Previously we have explored the structure-activity relationship (SAR) of a series of EAAT1 selective inhibitors, leading to the development

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