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569371-10-4

569371-10-4 Structure

569371-10-4 Structure
IdentificationBack Directory
[Name]

(AS)-ALPHA-AMINO-3-[(4-CARBOXYPHENYL)METHYL]-3,4-DIHYDRO-5-IODO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID
[CAS]

569371-10-4
[Synonyms]

UBP 301
(aS)-a-Amino-3-((4-carboxyphenyl)methyl)-3,4-dihydro-5-iodo-2,4-dioxo-1(2H)-pyrimidinepropanoicacid
(αS)-α-Amino-3-[(4-carboxyphenyl)methyl]-3,4-dihydro-5-iodo-2,4-dioxo-1(2H)-pyrimidinepropanoicacid
(AS)-ALPHA-AMINO-3-[(4-CARBOXYPHENYL)METHYL]-3,4-DIHYDRO-5-IODO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID
(AS)-ALPHA-AMINO-3-[(4-CARBOXYPHENYL)METHYL]-3,4-DIHYDRO-5-IODO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID
(alphaS)-alpha-Amino-3-[(4-carboxyphenyl)methyl]-3,4-dihydro-5-iodo-2,4-dioxo-1(2H)-pyrimidinepropanoic acid
[Molecular Formula]

C15H14IN3O6
[MDL Number]

MFCD06411591
[MOL File]

569371-10-4.mol
[Molecular Weight]

459.19
Chemical PropertiesBack Directory
[Melting point ]

214.1-214.4 °C(Solv: water (7732-18-5))
[Boiling point ]

636.1±65.0 °C(Predicted)
[density ]

1.98±0.1 g/cm3(Predicted)
[storage temp. ]

Store at +4°C
[solubility ]

DMSO: 0.5 mg/ml (w/ gentle warming)
[form ]

A crystalline solid
[pka]

2.12±0.10(Predicted)
Hazard InformationBack Directory
[Description]

UBP 301 is an antagonist of the kainate receptor, an ionotropic glutamate receptor (apparent Kd = 5.94 μM). It displays ~30-fold selectivity over AMPA receptors. UBP 301 is used to assess the roles of kainate receptors in neuronal signaling, particularly in reference to neuropathic pain.
[Uses]

UBP 301 is an antagonist of kainate receptors. UBP 301 is the N3-4-carboxybenzyl substituted analog II of Willardiine, which was found to be equipotent at AMPA and GLUK5-containing kainate receptors in the neonatal rat spinal cord.
[Biological Activity]

Potent kainate receptor antagonist (apparent K d = 5.94 mM). Displays ~ 30-fold selectivity over AMPA receptors.
[storage]

Store at +4°C
[References]

[1] JULIA C A MORE. Structural requirements for novel willardiine derivatives acting as AMPA and kainate receptor antagonists[J]. British Journal of Pharmacology, 2009, 138 6: 1093-1100. DOI: 10.1038/sj.bjp.0705148
[2] SUZANNE DOOLEN. Peripheral nerve injury increases glutamate-evoked calcium mobilization in adult spinal cord neurons.[J]. Molecular Pain, 2012, 8: 56. DOI: 10.1186/1744-8069-8-56
[3] DOREEN B OSGOOD. The utility of ionotropic glutamate receptor antagonists in the treatment of nociception induced by epidural glutamate infusion in rats.[J]. Surgical Neurology International, 2013, 4: 106. DOI: 10.4103/2152-7806.116791
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