UBP141

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

MedKoo CAT#: 532854

CAS#: 344768-30-5

Description: UBP141 is a N-methyl-D-aspartate (NMDA) receptor antagonist.


Price and Availability

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UBP141 is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 532854
Name: UBP141
CAS#: 344768-30-5
Chemical Formula: C21H18N2O5
Exact Mass: 378.1216
Molecular Weight: 378.38
Elemental Analysis: C, 66.66; H, 4.80; N, 7.40; O, 21.14


Synonym: UBP141, UBP 141, UBP-141

IUPAC/Chemical Name: (2R,3S)-1-[(phenanthren-3-yl)carbonyl]piperazine-2,3-dicarboxylic acid

InChi Key: VVUAQPXBYDYTDF-ZWKOTPCHSA-N

InChi Code: InChI=1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-8-7-13-6-5-12-3-1-2-4-15(12)16(13)11-14/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/t17-,18+/m0/s1

SMILES Code: O=C([C@@H]1N(C(C2=CC=C3C=CC4=CC=CC=C4C3=C2)=O)CCN[C@@H]1C(O)=O)O


Technical Data

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).

Harmonized System Code:
293490


References

1: Yamamoto H, Kamegaya E, Sawada W, Hasegawa R, Yamamoto T, Hagino Y, Takamatsu Y, Imai K, Koga H, Mishina M, Ikeda K. Involvement of the N-methyl-D-aspartate receptor GluN2D subunit in phencyclidine-induced motor impairment, gene expression, and increased Fos immunoreactivity. Mol Brain. 2013 Dec 16;6:56. doi: 10.1186/1756-6606-6-56. PubMed PMID: 24330819; PubMed Central PMCID: PMC3878647.

2: Wang M, Chazot PL, Ali S, Duckett SF, Obrenovitch TP. Effects of NMDA receptor antagonists with different subtype selectivities on retinal spreading depression. Br J Pharmacol. 2012 Jan;165(1):235-44. doi: 10.1111/j.1476-5381.2011.01553.x. PubMed PMID: 21699507; PubMed Central PMCID: PMC3252980.

3: Palygin O, Lalo U, Pankratov Y. Distinct pharmacological and functional properties of NMDA receptors in mouse cortical astrocytes. Br J Pharmacol. 2011 Aug;163(8):1755-66. doi: 10.1111/j.1476-5381.2011.01374.x. PubMed PMID: 21449975; PubMed Central PMCID: PMC3166701.

4: Palygin O, Lalo U, Verkhratsky A, Pankratov Y. Ionotropic NMDA and P2X1/5 receptors mediate synaptically induced Ca2+ signalling in cortical astrocytes. Cell Calcium. 2010 Oct;48(4):225-31. doi: 10.1016/j.ceca.2010.09.004. PubMed PMID: 20926134.

5: Suárez F, Zhao Q, Monaghan DT, Jane DE, Jones S, Gibb AJ. Functional heterogeneity of NMDA receptors in rat substantia nigra pars compacta and reticulata neurones. Eur J Neurosci. 2010 Aug;32(3):359-67. doi: 10.1111/j.1460-9568.2010.07298.x. Epub 2010 Jul 6. PubMed PMID: 20618827; PubMed Central PMCID: PMC4177768.

6: Costa BM, Feng B, Tsintsadze TS, Morley RM, Irvine MW, Tsintsadze V, Lozovaya NA, Jane DE, Monaghan DT. N-methyl-D-aspartate (NMDA) receptor NR2 subunit selectivity of a series of novel piperazine-2,3-dicarboxylate derivatives: preferential blockade of extrasynaptic NMDA receptors in the rat hippocampal CA3-CA1 synapse. J Pharmacol Exp Ther. 2009 Nov;331(2):618-26. doi: 10.1124/jpet.109.156752. Epub 2009 Aug 14. PubMed PMID: 19684252; PubMed Central PMCID: PMC2775268.

7: Harney SC, Jane DE, Anwyl R. Extrasynaptic NR2D-containing NMDARs are recruited to the synapse during LTP of NMDAR-EPSCs. J Neurosci. 2008 Nov 5;28(45):11685-94. doi: 10.1523/JNEUROSCI.3035-08.2008. PubMed PMID: 18987204; PubMed Central PMCID: PMC3844786.

8: Tong CK, Kaftan EJ, Macdermott AB. Functional identification of NR2 subunits contributing to NMDA receptors on substance P receptor-expressing dorsal horn neurons. Mol Pain. 2008 Oct 10;4:44. doi: 10.1186/1744-8069-4-44. PubMed PMID: 18847474; PubMed Central PMCID: PMC2572590.

9: Brothwell SL, Barber JL, Monaghan DT, Jane DE, Gibb AJ, Jones S. NR2B- and NR2D-containing synaptic NMDA receptors in developing rat substantia nigra pars compacta dopaminergic neurones. J Physiol. 2008 Feb 1;586(3):739-50. Epub 2007 Nov 22. PubMed PMID: 18033813; PubMed Central PMCID: PMC2375608.