S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID

Product Name: S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID
CAS No.: 21416-43-3
Chemical Name: S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID
Synonyms: C03584;Willardine;willardiine;L-WILLARDIINE;(-)-WILLARDIINE;S(-)-WILLARDIINE;3-(Uracil-1-yl)-L-alanine;S(-)-WILLARDIINE AMPA/KAINATE AGONIST;3-[(2,4-Dioxo-1,2,3,4-tetrahydropyrimidine)-1-yl]-L-alanine;S(-)-α-Amino--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid
CBNumber: CB4154747
Molecular Formula: C7H9N3O4
Formula Weight: 199.17
MOL File: 21416-43-3.mol

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S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID Property

storage temp.: 2-8°C(protect from light)
solubility: 0.1 M NaOH: 7.2 mg/mL
Density: 1.501±0.06 g/cm3(Predicted)
pka: 2.12±0.10(Predicted)
form: solid
color: white

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

ChemScene

Product number: CS-3618
Product name: (S)-Willardiine
Purity: 99.27%
Packaging: 10mg
Price: $94
Updated: 2021/12/16

ChemScene

Product number: CS-3618
Product name: (S)-Willardiine
Purity: 99.27%
Packaging: 50mg
Price: $414
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: INB0003664
Product name: (S)-WILLARDIINE
Purity: 95.00%
Packaging: 5MG
Price: $498.6
Updated: 2021/12/16

Biorbyt Ltd

Product number: orb611874
Product name: (S)-Willardiine
Purity: >98%
Packaging: 100mg
Price: $606.9
Updated: 2021/12/16

Biorbyt Ltd

Product number: orb611874
Product name: (S)-Willardiine
Purity: >98%
Packaging: 250mg
Price: $912.9
Updated: 2021/12/16

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S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID Chemical Properties,Usage,Production

Description

This simple base occurs in germinatine pea seeds or seedlings. The structure given above has been determined from chemical and s'pectroscopic analysis.

Uses

(S)-Willardiine is a potent agonist of AMPA/kainate receptors with EC50 of 44.8 uM. IC50 value: 44.8 uM(EC50) [1] Target: AMPA/kainate receptor agonist in vitro: The (S)- but not (R)-isomers of willardiine and 5-bromowillardiine were potent agonists, producing rapidly but incompletely desensitizing responses [1]. At a concentration of 1.8 mM, Ca2+ inhibited the currents induced by 100 microM willardiine by approximately 50% [2]. in vivo: In newborn mice (P5, histopathology at P10), local injection of the AMPA receptor agonist S-bromo-willardiine at day 5 after birth induced cortical damage and white matter damage, which was reduced in a dose-dependent manner by the AMPA receptor antagonists [3].

Definition

ChEBI: 3-(uracil-1-yl)-L-alanine is the 3-(uracil-1-yl) derivative of L-alanine. It is a non-proteinogenic L-alpha-amino acid and a L-alanine derivative. It is functionally related to a uracil. It is a tautomer of a 3-(uracil-1-yl)-L-alanine zwitterion.

IC 50

Kainate Receptor

References

Ashworth, Brown, Roberts., Biochern J., 129,897 (1972)

S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID Suppliers

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21416-43-3, S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACIDRelated Search:

EC 2.6.1.2 3-CHLORO-L-ALANINE HYDROCHLORIDE Boscalid Sodium diacetate D-Alanine (S)-(-)-5-IODOWILLARDIINE (AS)-ALPHA-AMINO-3-[(4-CARBOXYPHENYL)METHYL]-3,4-DIHYDRO-5-IODO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID (S)-5-Nitrowillardiine S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID (S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE (S)-ALPHA-AMINO-2,3,4,5,6,7-HEXAHYDRO-2,4-DIOXO-1H-CYCLOPENTAPYRIMIDINE-1-PROPANOIC ACID (S)-(-)-5-FLUOROWILLARDIINE (AS)-ALPHA-AMINO-3-[(4-CARBOXYPHENYL)METHYL]-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID

L-WILLARDIINE

S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID

S(-)-WILLARDIINE

S(-)-WILLARDIINE AMPA/KAINATE AGONIST

willardiine

S(-)-α-Amino--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

(2S)-2-Amino-3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-yl)propionic acid

(S)-2-Amino-3-[2,4-dioxo-3,4-dihydropyrimidine-1(2H)-yl]propanoic acid

3-[(2,4-Dioxo-1,2,3,4-tetrahydropyrimidine)-1-yl]-L-alanine

Willardine

3-(Uracil-1-yl)-L-alanine

C03584

1(2H)-Pyrimidinepropanoic acid, α-amino-3,4-dihydro-2,4-dioxo-, (αS)-

(-)-WILLARDIINE

21416-43-3

C7H9N3O4

Ligand-Gated Ion Channels

Ionotropic Glutamate Receptor Modulators

Ion Channels

BioChemical

Cell Signaling and Neuroscience

Cell Biology

Glutamate