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UCPH-101 - ≥98%, high purity , CAS No.1118460-77-7, Inhibitor of Excitatory amino acid transporter 1

  • Moligand™
  • ≥98%
Item Number
U274885
Grouped product items
SKUSizeAvailabilityPrice Qty
U274885-1mg
1mg
In stock
$45.90
U274885-5mg
5mg
In stock
$189.90
U274885-10mg
10mg
In stock
$319.90
U274885-25mg
25mg
In stock
$640.90
U274885-50mg
50mg
In stock
$1,032.90
U274885-100mg
100mg
In stock
$1,840.90

Selective EAAT1 inhibitor

Basic Description

SynonymsUCPH-101|1118460-77-7|UCPH 101|UCPH101|2-amino-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile|2-AMINO-5,6,7,8-TETRAHYDRO-4-(4-METHOXYPHENYL)-7-(NAPHTHALEN-1-YL)-5-OXO-4H-CHROMENE-3-CARBONITRILE|2-amino-4-(4-met
Specifications & Purity≥98%
Storage TempStore at -20°C,Desiccated
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of Excitatory amino acid transporter 1

Associated Targets

SLC1A3 Tchem Excitatory amino acid transporter 1 9 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 2-amino-4-(4-methoxyphenyl)-7-naphthalen-1-yl-5-oxo-4,6,7,8-tetrahydrochromene-3-carbonitrile
INCHI InChI=1S/C27H22N2O3/c1-31-19-11-9-17(10-12-19)25-22(15-28)27(29)32-24-14-18(13-23(30)26(24)25)21-8-4-6-16-5-2-3-7-20(16)21/h2-12,18,25H,13-14,29H2,1H3
InChi Key YBMGNDPBARCLFT-UHFFFAOYSA-N
Canonical SMILES COC1=CC=C(C=C1)C2C(=C(OC3=C2C(=O)CC(C3)C4=CC=CC5=CC=CC=C54)N)C#N
Isomeric SMILES COC1=CC=C(C=C1)C2C(=C(OC3=C2C(=O)CC(C3)C4=CC=CC5=CC=CC=C54)N)C#N
PubChem CID 25223366
Molecular Weight 422.48

Certificates

Certificate of Analysis(COA)

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6 results found

Lot NumberCertificate TypeDateItem
H2224355Certificate of AnalysisJun 07, 2023 U274885
H2224307Certificate of AnalysisJun 07, 2023 U274885
H2224308Certificate of AnalysisJun 07, 2023 U274885
H2224309Certificate of AnalysisJun 07, 2023 U274885
H2224310Certificate of AnalysisJun 07, 2023 U274885
H2224311Certificate of AnalysisJun 07, 2023 U274885

Chemical and Physical Properties

SolubilitySoluble in DMSO to 25 mM

Related Documents

References

1. Jensen AA, Erichsen MN, Nielsen CW, Stensbøl TB, Kehler J, Bunch L.  (2009)  Discovery of the first selective inhibitor of excitatory amino acid transporter subtype 1..  J Med Chem,  52  (4): (912-5).  [PMID:19161278]
2. Abrahamsen B, Schneider N, Erichsen MN, Huynh TH, Fahlke C, Bunch L, Jensen AA.  (2013)  Allosteric modulation of an excitatory amino acid transporter: the subtype-selective inhibitor UCPH-101 exerts sustained inhibition of EAAT1 through an intramonomeric site in the trimerization domain..  J Neurosci,  33  (3): (1068-87).  [PMID:23325245]
3. Canul-Tec JC, Assal R, Cirri E, Legrand P, Brier S, Chamot-Rooke J, Reyes N.  (2017)  Structure and allosteric inhibition of excitatory amino acid transporter 1..  Nature,  544  (7651): (446-451).  [PMID:28424515]
4. Uwechue NM et al..  (2012)  Activation of glutamate transport evokes rapid glutamine release from perisynaptic astrocytes..  J Physiol,  590  (Pt 10): (2317-31).  [PMID:22411007]
5. Haym I et al..  (2016)  Bioavailability Studies and in vitro Profiling of the Selective Excitatory Amino Acid Transporter Subtype 1 (EAAT1) Inhibitor UCPH-102..  ChemMedChem,      [PMID:26797816]
6. Yang Y & Xu-Friedman MA.  (2015)  Different pools of glutamate receptors mediate sensitivity to ambient glutamate in the cochlear nucleus..  J Neurophysiol,  113  (10): (3634-45).  [PMID:25855696]
7. Budisantoso T et al..  (2012)  Mechanisms underlying signal filtering at a multisynapse contact..  J Neurosci,  32  (7): (2357-76).  [PMID:22396411]
8. Morioka N et al..  (2014)  Primary cultures of rat cortical microglia treated with nicotine increases in the expression of excitatory amino acid transporter 1 (GLAST) via the activation of the a7 nicotinic acetylcholine receptor..  Neuroscience,  258  (374-84).  [PMID:24300109]
9. Salvatore MF et al..  (2012)  Transient striatal GLT-1 blockade increases EAAC1 expression, glutamate reuptake, and decreases tyrosine hydroxylase phosphorylation at ser(19)..  Exp Neurol,  234  (2): (428-36).  [PMID:22285253]

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