2-[(2-hydroxyethyl)(nitroso)amino]acetic acid

• ChemBase ID: 175472
• Molecular Formular: C4H8N2O4
• Molecular Mass: 148.11732
• Monoisotopic Mass: 148.04840675
• SMILES: OCCN(CC(=O)O)N=O
• Canonical SMILES: OCCN(CC(=O)O)N=O
• InChI: InChI=1S/C4H8N2O4/c7-2-1-6(5-10)3-4(8)9/h7H,1-3H2,(H,8,9)
• InChIKey: JJLVGMHDHVCTOV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-hydroxyethyl)(nitroso)amino]acetic acid
• IUPAC Traditional name: [(2-hydroxyethyl)(nitroso)amino]acetic acid
• Synonyms: 2-[(2-Hydroxyethyl)nitrosoamino]acetic Acid; N-(2-Hydroxyethyl)-N-carboxymethylnitrosamine; N-Nitroso(2-hydroxyethyl)glycine

Database IDs

• CAS Number: 80556-89-4
• PubChem SID: 164231382
• PubChem CID: 54584

CALCULATED PROPERTIES

• Acid pKa: 3.6801195
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.0718923
• LogD (pH = 7.4): -4.5175385
• Log P: -1.3096919
• Molar Refractivity: 32.4274 cm^3
• Polarizability: 11.99834 Å^3
• Polar Surface Area: 90.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 80-81°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N528400

The metabolite of N-mononitrosopiperazine (NPz) and N,N'-dinitrosopiperazine (DNPz); a chemical carcinogen.

REFERENCES

• Pool, B. L., et al.: Food Chem. Toxicol., 24, 685 (1986)
• Leaf, C.D., et al.: Carcinogenesis, 12, 537 (1986)