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(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid structure

CAS No:
140187-23-1
Formula:
C7H8FN3O4
Chemical Name:
(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid
Synonyms:
1(2H)-Pyrimidinepropanoic acid,α-amino-5-fluoro-3,4-dihydro-2,4-dioxo-,(αS)-;1(2H)-Pyrimidinepropanoic acid,α-amino-5-fluoro-3,4-dihydro-2,4-dioxo-,(S)-;(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid;(5S)-Fluorowillardiine;(S)-5-Fluorowillardiine;(S)-2-Amino-3-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid;(2S)-2-Amino-3-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)propanoic acid
Categories:
Biochemical Engineering > Amino Acids and Derivatives

Description

ChEBI: An alanine derivative that is L-alanine bearing a 5-fluorouracil-1-yl substituent at position 3. A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (Ki = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively).

3-(5-fluorouracil-1-yl)-L-alanine is an alanine derivative that is L-alanine bearing a 5-fluorouracil-1-yl substituent at position 3. A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (Ki = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively). It has a role as an AMPA receptor agonist. It is an organofluorine compound, a non-proteinogenic L-alpha-amino acid and a L-alanine derivative. It derives from a uracil.

(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid Basic Attributes

Molecular Weight：

217.15

Exact Mass：

217.15

DSSTox ID：

DTXSID1042609

Characteristics

PSA：

113

XLogP3：

-4.4

Density：

1.64 g/cm3

Melting Point：

235ºC

Refractive Index：

1.601

Storage Conditions：

Store at RT

Safety Information

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

5-fluorowillardiine

(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid Use and Manufacturing

A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (K i = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively). Also available as part of the AMPA Receptor Tocriset™ .

Computed Properties

Molecular Weight:217.15
XLogP3:-4.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:217.04988391
Monoisotopic Mass:217.04988391
Topological Polar Surface Area:113
Heavy Atom Count:15
Complexity:354
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of (αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Learn More Other Chemicals

(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

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