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140187-23-1 | (αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid
CAS No: 140187-23-1 Catalog No: AG003A2U MDL No:MFCD00153880
Product Description
Catalog Number:
AG003A2U
Chemical Name:
(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid
CAS Number:
140187-23-1
Molecular Formula:
C7H8FN3O4
Molecular Weight:
217.1545
MDL Number:
MFCD00153880
IUPAC Name:
(2S)-2-amino-3-(5-fluoro-2,4-dioxopyrimidin-1-yl)propanoic acid
InChI:
InChI=1S/C7H8FN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1
InChI Key:
DBWPFHJYSTVBCZ-BYPYZUCNSA-N
SMILES:
OC(=O)[C@H](Cn1cc(F)c(=O)[nH]c1=O)N
Properties
Complexity:
354
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
217.05g/mol
Formal Charge:
0
Heavy Atom Count:
15
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
217.156g/mol
Monoisotopic Mass:
217.05g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
113A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.4
Literature
| Title | Journal |
|---|---|
| A new phenylalanine derivative acts as an antagonist at the AMPA receptor GluA2 and introduces partial domain closure: synthesis, resolution, pharmacology, and crystal structure. | Journal of medicinal chemistry 20111027 |
| 1H-cyclopentapyrimidine-2,4(1H,3H)-dione-related ionotropic glutamate receptors ligands. structure-activity relationships and identification of potent and Selective iGluR5 modulators. | Journal of medicinal chemistry 20081023 |
| Factors affecting guanine nucleotide binding to rat AMPA receptors. | Brain research 20071026 |
| Use of [3H]fluorowillardiine to study properties of AMPA receptor allosteric modulators. | Brain research 20060303 |
| Antisense peptide nucleic acid targeting GluR3 delays disease onset and progression in the SOD1 G93A mouse model of familial ALS. | Journal of neuroscience research 20040815 |
| Kainate receptor agonists and antagonists mediate tolerance to kainic acid and reduce high-affinity GTPase activity in young, but not aged, rat hippocampus. | Journal of neurochemistry 20040701 |
| Structural basis for partial agonist action at ionotropic glutamate receptors. | Nature neuroscience 20030801 |
| AMPA receptor potentiation by acetylcholinesterase is age-dependently upregulated at synaptogenesis sites of the rat brain. | International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20030201 |
| Striatal AMPA receptor binding is unaltered in the MPTP-lesioned macaque model of Parkinson's disease and dyskinesia. | Experimental neurology 20020301 |
| Regional localization and developmental profile of acetylcholinesterase-evoked increases in [(3)H]-5-fluororwillardiine binding to AMPA receptors in rat brain. | British journal of pharmacology 20010801 |
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