UCPH 101

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Cat.No. 3490 - UCPH 101 | C27H22N2O3 | CAS No. 1118460-77-7
Description: Selective non-substrate EAAT1 inhibitor
Chemical Name: 2-Amino-5,6,7,8-tetrahydro-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-4H-chromene-3-carbonitrile
Purity: ≥98% (HPLC)
Datasheet
Citations (4)
Reviews
Literature (4)

Biological Activity

Selective non-substrate inhibitor of EAAT1 (IC50 values are 660, >300000 and >300000 nM for EAAT1, EAAT2 and EAAT3 respectively). Also demonstrates no significant inhibition at EAAT4 or EAAT5 in a patch-clamp electrophysiology assay (at final concentration up to 10 μM).

Technical Data

M. Wt 422.48
Formula C27H22N2O3
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 1118460-77-7
PubChem ID 25223366
InChI Key YBMGNDPBARCLFT-UHFFFAOYSA-N
Smiles NC2=C(C#N)C(C3=CC=C(OC)C=C3)C1=C(O2)CC(C4=C(C=CC=C5)C5=CC=C4)CC1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 10.56 25

Preparing Stock Solutions

The following data is based on the product molecular weight 422.48. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.25 mM 9.47 mL 47.34 mL 94.68 mL
1.25 mM 1.89 mL 9.47 mL 18.94 mL
2.5 mM 0.95 mL 4.73 mL 9.47 mL
12.5 mM 0.19 mL 0.95 mL 1.89 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Jensen et al (2009) Discovery of the first selective inhibitor of excitatory amino acid transporter subtype 1. J.Med.Chem. 52 912 PMID: 19161278

Erichsen et al (2010) Structure-activity relationship study of first selective inhibitor of excitatory amino acid transporter subtype 1: 2-amino-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile (UCPH-101). J.Med.Chem. 53 7180 PMID: 20857912

Bunch et al (2009) Excitatory amino acid transporters as potential drug targets. Exp.Opin.Ther.Targets 13 719

Abrahamsen et al (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 1068 PMID: 23325245


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Keywords: UCPH 101, UCPH 101 supplier, Selective, non-substrate, EAAT1, inhibitors, inhibits, excitatory, amino, acid, transporters, glutamate, monoamine, neurotransmitter, GLAST, UCPH101, Glutamate, Transporters, 3490, Tocris Bioscience

4 Citations for UCPH 101

Citations are publications that use Tocris products. Selected citations for UCPH 101 include:

Liang et al (2014) δ-Opioid receptors up-regulate excitatory amino acid transporters in mouse astrocytes. Vision Res 171 5417 PMID: 25052197

Tse et al (2014) Pharmacological inhibitions of glutamate transporters EAAT1 and EAAT2 compromise glutamate transport in photoreceptor to ON-bipolar cell synapses. PLoS One 103 49 PMID: 25152321

Dumont et al (2014) Differential regulation of glutamate transporter subtypes by pro-inflammatory cytokine TNF-α in cortical astrocytes from a rat model of amyotrophic lateral sclerosis. Stroke 9 e97649 PMID: 24836816

Brancaccio et al (2017) Astrocytes Control Circadian Timekeeping in the Suprachiasmatic Nucleus via Glutamatergic Signaling. Neuron 93 1420 PMID: 28285822


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