1-[nitroso(2-oxopropyl)amino]propan-2-one

• ChemBase ID: 175438
• Molecular Formular: C6H10N2O3
• Molecular Mass: 158.1552
• Monoisotopic Mass: 158.06914219
• SMILES: C(=O)(CN(CC(=O)C)N=O)C
• Canonical SMILES: O=NN(CC(=O)C)CC(=O)C
• InChI: InChI=1S/C6H10N2O3/c1-5(9)3-8(7-11)4-6(2)10/h3-4H2,1-2H3
• InChIKey: AKRYBBWYDSDZHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[nitroso(2-oxopropyl)amino]propan-2-one
• IUPAC Traditional name: nitrosobis(2-oxopropyl)amine
• Synonyms: 2,2’-Dioxo-N-nitroso-dipropylamine; BOP; 1,1'-(Nitrosoimino)bis-2-propanone; N-Nitrosobis(2-oxopropyl)amine

Database IDs

• CAS Number: 60599-38-4
• PubChem SID: 164231348
• PubChem CID: 43371

CALCULATED PROPERTIES

• Acid pKa: 18.168417
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.3463188
• LogD (pH = 7.4): -0.34617043
• Log P: -0.34616852
• Molar Refractivity: 39.3219 cm^3
• Polarizability: 14.520069 Å^3
• Polar Surface Area: 66.81 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 44-46°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N525250

N-Nitrosobis(2-oxopropyl)amine is a potent and selective pancreatic carcinogen in the Syrian golden hamster. This model has been used to study pancreatic cancer as chemically induced pancreatic neoplasms are morphologically similar to those found in man.

REFERENCES

• Onishi, M., et al.: J. Toxicol. Pathol., 20, 263 (2007)
• Morales Helguera, A., et al.: Chem. Res. Toxicol., 21, 633 (2007)
• Shimizu, K., et al.: Mol. Carcinogen., 47, 80 (2007)