UCPH-101 | CAS#1118460-77-7 | EAAT1 Inhibitor

UCPH-101
featured

WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 532868

CAS#: 1118460-77-7

Description: UCPH-101 is a selective excitatory amino acid transporter subtype 1 (EAAT1) inhibitor.

Chemical Structure

UCPH-101

CAS# 1118460-77-7

Instruction

Theoretical Analysis

MedKoo Cat#: 532868
Name: UCPH-101
CAS#: 1118460-77-7
Chemical Formula: C27H22N2O3
Exact Mass: 422.16
Molecular Weight: 422.480
Elemental Analysis: C, 76.76; H, 5.25; N, 6.63; O, 11.36

Price and Availability

Size	Price	Availability
50mg	USD 350	2 Weeks
100mg	USD 550	2 Weeks
200mg	USD 950	2 Weeks
500mg	USD 1850	2 Weeks
1g	USD 2950	2 Weeks
2g	USD 5250	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: UCPH-101, UCPH 101, UCPH101

IUPAC/Chemical Name: 2-amino-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

InChi Key: YBMGNDPBARCLFT-UHFFFAOYSA-N

InChi Code: 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

SMILES Code: N#CC1=C(N)OC2=C(C(CC(C3=C4C=CC=CC4=CC=C3)C2)=O)C1C5=CC=C(OC)C=C5

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	Soluble in DMSO	0.0	100.00

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.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

Mass

Concentration

Volume

M. Wt* g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

Dilution Calculator

Calculate the dilution required to prepare a stock solution.

Concentration 1

Volume 1

Concentration 2

Volume 2

1: Haym I, Huynh TH, Hansen SW, Pedersen MH, Ruiz JA, Erichsen MN, Gynther M, Bjørn-Yoshimoto WE, Abrahamsen B, Bastlund JF, Bundgaard C, Eriksen AL, Jensen AA, Bunch L. Bioavailability Studies and in vitro Profiling of the Selective Excitatory Amino Acid Transporter Subtype 1 (EAAT1) Inhibitor UCPH-102. ChemMedChem. 2016 Feb 17;11(4):403-19. doi: 10.1002/cmdc.201500527. Epub 2016 Jan 21. PubMed PMID: 26797816.

2: Hansen SW, Erichsen MN, Huynh TH, Ruiz JA, Haym I, Bjørn-Yoshimoto WE, Abrahamsen B, Hansen J, Storgaard M, Eriksen AL, Jensen AA, Bunch L. New Insight into the Structure-Activity Relationships of the Selective Excitatory Amino Acid Transporter Subtype 1 (EAAT1) Inhibitors UCPH-101 and UCPH-102. ChemMedChem. 2016 Feb 17;11(4):382-402. doi: 10.1002/cmdc.201500525. Epub 2016 Jan 12. PubMed PMID: 26757239.

3: Erichsen MN, Hansen J, Ruiz JA, Demmer CS, Abrahamsen B, Bastlund JF, Bundgaard C, Jensen AA, Bunch L. Probing for improved potency and in vivo bioavailability of excitatory amino acid transporter subtype 1 inhibitors UCPH-101 and UCPH-102: design, synthesis and pharmacological evaluation of substituted 7-biphenyl analogs. Neurochem Res. 2014 Oct;39(10):1964-79. doi: 10.1007/s11064-014-1264-8. Epub 2014 Feb 28. PubMed PMID: 24682739.

4: Abrahamsen B, Schneider N, Erichsen MN, Huynh TH, Fahlke C, Bunch L, Jensen AA. 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. 2013 Jan 16;33(3):1068-87. doi: 10.1523/JNEUROSCI.3396-12.2013. PubMed PMID: 23325245.

5: Takaki J, Fujimori K, Miura M, Suzuki T, Sekino Y, Sato K. L-glutamate released from activated microglia downregulates astrocytic L-glutamate transporter expression in neuroinflammation: the 'collusion' hypothesis for increased extracellular L-glutamate concentration in neuroinflammation. J Neuroinflammation. 2012 Dec 23;9:275. doi: 10.1186/1742-2094-9-275. PubMed PMID: 23259598; PubMed Central PMCID: PMC3575281.

6: Huynh TH, Abrahamsen B, Madsen KK, Gonzalez-Franquesa A, Jensen AA, Bunch L. Design, synthesis and pharmacological characterization of coumarin-based fluorescent analogs of excitatory amino acid transporter subtype 1 selective inhibitors, UCPH-101 and UCPH-102. Bioorg Med Chem. 2012 Dec 1;20(23):6831-9. doi: 10.1016/j.bmc.2012.09.049. Epub 2012 Oct 2. PubMed PMID: 23072958.

7: Lane DJ, Lawen A. The glutamate aspartate transporter (GLAST) mediates L-glutamate-stimulated ascorbate-release via swelling-activated anion channels in cultured neonatal rodent astrocytes. Cell Biochem Biophys. 2013 Mar;65(2):107-19. doi: 10.1007/s12013-012-9404-8. PubMed PMID: 22886112.

8: Huynh TH, Shim I, Bohr H, Abrahamsen B, Nielsen B, Jensen AA, Bunch L. Structure-activity relationship study of selective excitatory amino acid transporter subtype 1 (EAAT1) inhibitor 2-amino-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chrom ene-3-carbonitrile (UCPH-101) and absolute configurational assignment using infrared and vibrational circular dichroism spectroscopy in combination with ab initio Hartree-Fock calculations. J Med Chem. 2012 Jun 14;55(11):5403-12. doi: 10.1021/jm300345z. Epub 2012 May 17. PubMed PMID: 22594609.

9: Erichsen MN, Huynh TH, Abrahamsen B, Bastlund JF, Bundgaard C, Monrad O, Bekker-Jensen A, Nielsen CW, Frydenvang K, Jensen AA, Bunch L. 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-chrom ene-3-carbonitrile (UCPH-101). J Med Chem. 2010 Oct 14;53(19):7180-91. doi: 10.1021/jm1009154. PubMed PMID: 20857912.

Your view history

UCPH-101 featured