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860166

Sigma-Aldrich

2-Imidazolidone-4-carboxylic acid

95%

Synonym(s):

2-Oxo-4-imidazolidinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O3
CAS Number:
41371-53-3
Molecular Weight:
130.10
MDL number:
MFCD00005258
UNSPSC Code:
12352100
PubChem Substance ID:
24888498
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

mp

184-186 °C (dec.) (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)C1CNC(=O)N1

InChI

1S/C4H6N2O3/c7-3(8)2-1-5-4(9)6-2/h2H,1H2,(H,7,8)(H2,5,6,9)

InChI key

KZKRPYCBSZIQKN-UHFFFAOYSA-N

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Application

Reactant for synthesis of human BACE-1 inhibitors

Additive for crystal nucleation and growth

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
83796AP
34096LK
12713BH
05402HD
15424KZ

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S Samuels et al.
Pharmacology, biochemistry, and behavior, 24(1), 143-146 (1986-01-01)
DBA/2J mice were exposed in utero, between days 15-18 of gestation, to either of two enzyme inhibitors, previously shown to decrease blood-brain, large-neutral amino acid transport in adults: L-methionine-RS-sulfoximine and 2-imidazolidone-4-carboxylic acid. The young mice demonstrated persistently altered motor behavior
Heuisul Park et al.
Bioorganic & medicinal chemistry letters, 18(9), 2900-2904 (2008-04-25)
We describe synthesis and evaluation of a series of cyclic urea derivatives with hydroxylethylamine isostere. Modification of P3, P1, and P2' and combination of SAR display a >100-fold increase in potency with good cellular activity (IC(50)=0.15microM) relative to the previously
S. Devarakonda, et al.,
Journal of Crystal Growth, 204, 525-538 (1999)

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