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U4135

Sigma-Aldrich

UBP302

≥98% (HPLC)

Synonym(s):

(αS)-α-amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

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About This Item

Empirical Formula (Hill Notation):
C15H15N3O6
CAS Number:
745055-91-8
Molecular Weight:
333.30
MDL number:
MFCD06411607
UNSPSC Code:
12352200
PubChem Substance ID:
329827630
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: ≥5 mg/mL at 60 °C (with warming for 5 minutes)

storage temp.

−20°C

SMILES string

N[C@@H](CN1C=CC(=O)N(Cc2ccccc2C(O)=O)C1=O)C(O)=O

InChI

1S/C15H15N3O6/c16-11(14(22)23)8-17-6-5-12(19)18(15(17)24)7-9-3-1-2-4-10(9)13(20)21/h1-6,11H,7-8,16H2,(H,20,21)(H,22,23)/t11-/m0/s1

InChI key

UUIYULWYHDSXHL-NSHDSACASA-N

Biochem/physiol Actions

UBP302 is a selective GluR5 antagonist. UBP302 is the active enantiomer of UB296 and is one of the most potent GluR5 antagonists available for research use.

Preparation Note

UBP302 is soluble in DMSO at a concentration ≥5 mg/ml.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Steven L Miller et al.
Toxicology and applied pharmacology, 284(2), 204-216 (2015-02-18)
Inhibition of acetylcholinesterase (AChE) after nerve agent exposure induces status epilepticus (SE), which causes brain damage or death. The development of countermeasures appropriate for the pediatric population requires testing of anticonvulsant treatments in immature animals. In the present study, exposure
James P Apland et al.
The Journal of pharmacology and experimental therapeutics, 351(2), 359-372 (2014-08-27)
Exposure to nerve agents induces prolonged status epilepticus (SE), causing brain damage or death. Diazepam (DZP) is the current US Food and Drug Administration-approved drug for the cessation of nerve agent-induced SE. Here, we compared the efficacy of DZP with
Kelli Solly et al.
Journal of biomolecular screening, 20(6), 708-719 (2015-02-24)
GluK1, a kainate subtype of ionotropic glutamate receptors, exhibits an expression pattern in the CNS consistent with involvement in pain processing and migraine. Antagonists of GluK1 have been shown to reduce pain signaling in the spinal cord and trigeminal nerve

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