ChemicalBook > CAS DataBase List > (S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE

(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE

Product Name
(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE
CAS No.
745055-91-8
Chemical Name
(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE
Synonyms
UBP 302;UBP302, PUBCHEM CID: 6420161;(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE;2-[[3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxopyrimidin-1-yl]methyl]benzoic acid;(αS)-α-amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid;1(2H)-Pyrimidinepropanoic acid, α-amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-, (αS)-
CBNumber
CB8428312
Molecular Formula
C15H15N3O6
Formula Weight
333.3
MOL File
Mol file
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(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE Property

Melting point:
207.9-208.5 °C (decomp)(Solv: water (7732-18-5))
Boiling point:
603.0±65.0 °C(Predicted)
Density 
1.525±0.06 g/cm3(Predicted)
storage temp. 
Store at RT
solubility 
DMSO: ≥5mg/mL at 60°C (with warming for 5 minutes)
pka
2.12±0.10(Predicted)
form 
powder
color 
white to off-white
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
U4135
Product name
UBP302
Purity
≥98% (HPLC)
Packaging
5mg
Price
$198
Updated
2022/05/15
Cayman Chemical
Product number
24309
Product name
UBP 302
Purity
≥98%
Packaging
1mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
24309
Product name
UBP 302
Purity
≥98%
Packaging
5mg
Price
$193
Updated
2024/03/01
Tocris
Product number
2079
Product name
UBP302
Purity
≥98%(HPLC)
Packaging
10
Price
$292
Updated
2021/12/16
TRC
Product number
U103505
Product name
UBP302
Packaging
2.5mg
Price
$370
Updated
2021/12/16
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(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE Chemical Properties,Usage,Production

Description

UBP 302 is an antagonist of glutamate receptor 5 (GluR5) subunit-containing kainate receptors that inhibits kainate-induced responses in isolated rat dorsal roots (Kd = 402 nM). In vitro, UBP 302 inhibits gamma frequency oscillations in the rat basolateral amygdala at a concentration of 25 μM, and blocks kainate receptor signaling in layer III neurons within the mouse medial entorhinal cortex at 20 μM, abrogating the intense synaptic activity characteristic of the Up state of cortical slow oscillation. In vivo, UBP 302 (250 mg/kg) significantly reduces seizure severity in a rat model of soman-induced status epilepticus.

Uses

UBP 302 is a potent and selective GLUK5 receptor antagonist.

Biological Activity

Selective and potent GLU K5 (GluR5)-subunit containing kainate receptor antagonist (apparent K D = 402 nM); active enantiomer of UBP 296 ((RS)-1-(2-Amino-2-carboxyethyl)-3-(2-carboxybenzyl)pyrimidine-2,4-dione ). Displays ~ 260-fold selectivity over AMPA receptors. UBP 296 displays ~ 90-fold selectivity over recombinant human GLU K6 - and GLU K2 -containing kainate receptors, has little or no action at NMDA or group I mGlu receptors and selectively blocks kainate receptor-mediated LTP induction in rat hippocampal mossy fibres.

storage

Room temperature

(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE Suppliers

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745055-91-8, (S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONERelated Search:


  • (S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE
  • 2-[[3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxopyrimidin-1-yl]methyl]benzoic acid
  • UBP302, PUBCHEM CID: 6420161
  • UBP 302
  • (αS)-α-amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid
  • 1(2H)-Pyrimidinepropanoic acid, α-amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-, (αS)-
  • 745055-91-8
  • Glutamate receptor