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868359-05-1 molecular structure
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(2S)-2-amino-3-{[4-(2-bromo-4,5-difluorophenoxy)phenyl]carbamoyl}propanoic acid

ChemBase ID: 130182
Molecular Formular: C16H13BrF2N2O4
Molecular Mass: 415.1862264
Monoisotopic Mass: 414.00267535
SMILES and InChIs

SMILES:
c1cc(ccc1NC(=O)C[C@@H](C(=O)O)N)Oc1cc(c(cc1Br)F)F
Canonical SMILES:
O=C(C[C@@H](C(=O)O)N)Nc1ccc(cc1)Oc1cc(F)c(cc1Br)F
InChI:
InChI=1S/C16H13BrF2N2O4/c17-10-5-11(18)12(19)6-14(10)25-9-3-1-8(2-4-9)21-15(22)7-13(20)16(23)24/h1-6,13H,7,20H2,(H,21,22)(H,23,24)/t13-/m0/s1
InChIKey:
BNYDDAAZMBUFRG-ZDUSSCGKSA-N

Cite this record

CBID:130182 http://www.chembase.cn/molecule-130182.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-amino-3-{[4-(2-bromo-4,5-difluorophenoxy)phenyl]carbamoyl}propanoic acid
IUPAC Traditional name
(2S)-2-amino-3-{[4-(2-bromo-4,5-difluorophenoxy)phenyl]carbamoyl}propanoic acid
Synonyms
WAY-213,613
N4-[4-(2-Bromo-4,5-difluorophenoxy)phenyl)]-L-asparagine
WAY-213613
CAS Number
868359-05-1
MDL Number
MFCD09971111
PubChem SID
162224466
PubChem CID
11531745
CHEMBL
1628669
Wikipedia Title
WAY-213,613

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
W0145 external link Add to cart Please log in.

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.5901368  H Acceptors
H Donor LogD (pH = 5.5) 0.50618386 
LogD (pH = 7.4) 0.47036618  Log P 0.50641555 
Molar Refractivity 89.1064 cm3 Polarizability 33.758194 Å3
Polar Surface Area 101.65 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: >10 mg/mL expand Show data source
Apperance
white powder expand Show data source
Storage Condition
desiccated expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
UN Number
2811 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
3 expand Show data source
Risk Statements
22 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302 expand Show data source
RID/ADR
UN 2811 6.1/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C16H13BrF2N2O4 expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
Sigma Aldrich - W0145 external link
Biochem/physiol Actions
WAY-213613 is a selective GLT-1/EAAT2 inhibitor. GLT-1, aka excitatory amino acid transporter (EAAT)2, is a glutamate transporter highly expressed in both neurons and astrocytes. Members of the EAAT family function to prevent excitotoxicity by removing glutamate from the synapse in the normal brain and may be therapeutic targets for diseases characterized by decreased glutamatergic function. WAY-213613 is a novel EAAT2 inhibitor and is more potent than the general EAAT inhibitor trans-2,4-PDC. WAY-213613 is selective for EAAT2 as compared to EAAT1 and EAAT3 in electrophysiology, glutamate uptake, and synaptosome assays. WAY-213613 is not a substrate for the transporters themselves, nor does it have activity at glutamate ionotropic or metabotropic receptors.
WAY-213613 is a selective inhibitor of the GLT-1/EAAT2 (glutamate transporter/excitatory amino acid transporter) in neurons and astrocytes. Members of the EAAT family function to moderate excitation by removing glutamate from the synapse; they may be therapeutic targets for diseases of glutamatergic function. WAY-213613 is more potent than the general EAAT inhibitor trans-2,4-PDC, and is selective for EAAT2 over EAAT1 and EAAT3 in electrophysiology, glutamate uptake, and synaptosome assays. It is neither a substrate for the transporters themselves, nor an agonist at glutamate ionotropic or metabotropic receptors.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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