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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

SML1799-VAR:
SML1799-BULK:
SML1799-5MG:4548174016398
SML1799-25MG:4548174016381

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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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
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

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