2-oxoimidazolidine-4-carboxylic acid

• ChemBase ID: 82241
• Molecular Formular: C4H6N2O3
• Molecular Mass: 130.10204
• Monoisotopic Mass: 130.03784206
• SMILES: N1C(=O)NCC1C(=O)O
• Canonical SMILES: O=C1NCC(N1)C(=O)O
• InChI: InChI=1S/C4H6N2O3/c7-3(8)2-1-5-4(9)6-2/h2H,1H2,(H,7,8)(H2,5,6,9)
• InChIKey: KZKRPYCBSZIQKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxoimidazolidine-4-carboxylic acid
• IUPAC Traditional name: 2-oxoimidazolidine-4-carboxylic acid
• Synonyms: 2-Oxo-4-imidazolidinecarboxylic acid; 2-Imidazolidone-4-carboxylic acid; 2-oxoimidazolidine-4-carboxylic acid; 2-氧代-4-咪唑烷酮-羧酸; 2-咪唑啉酮-4-羧酸

Database IDs

• CAS Number: 41371-53-3
• MDL Number: MFCD00005258
• PubChem SID: 162069360; 24888498
• PubChem CID: 89477

CALCULATED PROPERTIES

• Acid pKa: 3.4822712
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -3.4067798
• LogD (pH = 7.4): -4.778672
• Log P: -1.3980671
• Molar Refractivity: 26.7969 cm^3
• Polarizability: 10.483677 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 153 - 155°C; 184-186 °C (dec.)(lit.)
• Hydrophobicity(logP): -0.719

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C4H6N2O3

DETAILS

Sigma Aldrich - 860166

Packaging
500 mg in glass bottle
Application
Reactant for synthesis of human BACE-1 inhibitors1Additive for crystal nucleation and growth2