Basic information
- CAS
745055-91-8- Standard SMILES
N[C@@H](Cn1ccc(=O)n(Cc2ccccc2C(=O)O)c1=O)C(=O)O- InChIKey
UUIYULWYHDSXHL-NSHDSACASA-N- Molecular formula
- C15H15N3O6
- Average molar mass
- 333.3 g/mol
- Monoisotopic mass
- 333.09608521
Names & identifiers
- Preferred name
- 2-((3-((2S)-2-amino-2-carboxyethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1-yl)methyl)benzoic acid
- IUPAC
- 2-[[3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxopyrimidin-1-yl]methyl]benzoic acid
- English name
- (S)-1-(2-Amino-2-carboxyethyl)-3-(2-carboxybenzyl)pyrimidine-2,4-dione
- Molecular formula
- C15H15N3O6
- Molecular weight
- 333.3
Names & synonyms
2-({3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1-yl}methyl)benzoic acid(alphaS)-alpha-Amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid(alphaS)-alpha-Amino-3-((2-carboxyphenyl)methyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid2-((3-((2S)-2-amino-2-carboxyethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1-yl)methyl)benzoic acidRefChem:447996684-600-3UBP 302745055-91-8UBP-302(S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONEUBP302CHEMBL372797
Show more names
UBP302, PUBCHEM CID: 6420161(αS)-α-amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid1(2H)-Pyrimidinepropanoic acid, α-amino-3-[(2-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-, (αS)-
(S)-2-((3-(2-amino-2-carboxyethyl)-2,6-dioxo-2,3-dihydropyrimidin-1(6H)-yl)methyl)benzoic acid2-[[3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxopyrimidin-1-yl]methyl]benzoic acid2-({3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}methyl)benzoic acidTocris-2079FZ8AP4UA5YUBCGTPL4333orb1706497
Properties
Computed structural properties
- XLogP
- -3.2
- Topological polar surface area
- 141 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 576
Physicochemical properties
- Melting point
- 207.9 · 207.9-208.5 °C (decomp)(Solv: water (7732-18-5))
- Boiling point
- 603 · 603.0±65.0 °C(Predicted)
- Density
- 1.525 · 1.525±0.06 g/cm3(Predicted)
- storage temp.
- Store at RT
- solubility
- 5 mg/mL · DMSO: ≥5mg/mL at 60°C (with warming for 5 minutes)
- pka
- 2.12 · 2.12±0.10(Predicted)
- form
- powder
- color
- white to off-white
- 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
- InChIKey
- UUIYULWYHDSXHL-NSHDSACASA-N
- SMILES
- N[C@@H](CN1C=CC(=O)N(Cc2ccccc2C(O)=O)C1=O)C(O)=O
- FDA UNII
- 8 AP4UA5Y · FZ8AP4UA5Y
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
Applications
DescriptionUBP 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.
UsesUBP 302 is a potent and selective GLUK5 receptor antagonist.
Suppliers17 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
Aladdin Scientific[email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
金瓯生物医药（南京）有限公司13000000000 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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