1-nitroso-1-propylurea

• ChemBase ID: 175512
• Molecular Formular: C4H9N3O2
• Molecular Mass: 131.13316
• Monoisotopic Mass: 131.06947654
• SMILES: C(CN(C(=O)N)N=O)C
• Canonical SMILES: CCCN(C(=O)N)N=O
• InChI: InChI=1S/C4H9N3O2/c1-2-3-7(6-9)4(5)8/h2-3H2,1H3,(H2,5,8)
• InChIKey: YGGSSUISOYLCBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-nitroso-1-propylurea
• IUPAC Traditional name: 1-propyl-1-nitrosourea
• Synonyms: 1-Nitroso-1-propylurea; 1-Propyl-1-nitrosourea; 1-n-Propyl-1-nitrosourea; N-(n-Propyl)-N-nitrosourea; N-Nitroso-N-propylurea; N-Propyl-N-nitrosourea; NPU; NSC 46792; N-Nitroso-N-propyl Urea, Contains 40% Water, 1.8% Acetic Acid

Database IDs

• CAS Number: 816-57-9
• PubChem SID: 164231422
• PubChem CID: 13157

CALCULATED PROPERTIES

• Acid pKa: 14.783989
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.34933087
• LogD (pH = 7.4): 0.3493309
• Log P: 0.34933087
• Molar Refractivity: 32.669 cm^3
• Polarizability: 11.636166 Å^3
• Polar Surface Area: 75.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO - 50 mg in 0.5 ml DMSO gives a Clear Yellow Solution; with a Few Small Insoluble Partic

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Unstable at RT, Contains 40% Water, 1.8% Acetic Acid

DETAILS

Toronto Research Chemicals - N545750

Precursor of Diazopropane. Carcinogen.

REFERENCES

• Kastrissios, H., et al.: Cancer Chemother. Pharmacol., 38, 425 (1996)
• Oliveira, P., et al.: J. Exp. Clin. Cancer Res., 24, 609 (1996)
• Kato, A., et al.: Mol. Carcinog., 45, 106 (1996)