{nitroso[4-oxo-4-(pyridin-3-yl)butyl]amino}methyl acetate

• ChemBase ID: 159039
• Molecular Formular: C12H15N3O4
• Molecular Mass: 265.2652
• Monoisotopic Mass: 265.10625598
• SMILES: c1ccc(cn1)C(=O)CCCN(COC(=O)C)N=O
• Canonical SMILES: O=NN(COC(=O)C)CCCC(=O)c1cccnc1
• InChI: InChI=1S/C12H15N3O4/c1-10(16)19-9-15(14-18)7-3-5-12(17)11-4-2-6-13-8-11/h2,4,6,8H,3,5,7,9H2,1H3
• InChIKey: PGOGEOISASKDLL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {nitroso[4-oxo-4-(pyridin-3-yl)butyl]amino}methyl acetate
• IUPAC Traditional name: {nitroso[4-oxo-4-(pyridin-3-yl)butyl]amino}methyl acetate
• Synonyms: Acetoxymethyl-NNK; 4-(Acetoxymethyl)nitrosamino]-1-(3-pyridyl)-1-butanone; 4-[(ACETOXYMETHYL)NITROSAMINO]-1-(3-PYRIDYL)-1-BUTANONE

Database IDs

• CAS Number: 127686-49-1
• PubChem SID: 162253174
• PubChem CID: 119598

CALCULATED PROPERTIES

• Acid pKa: 15.433576
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.4320575
• LogD (pH = 7.4): 0.43986142
• Log P: 0.43996203
• Molar Refractivity: 67.503 cm^3
• Polarizability: 25.701017 Å^3
• Polar Surface Area: 88.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; DMF; DMSO; Ethyl Acetate; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 60-62°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - A167550

Potent carcinogen, NKK precursor

REFERENCES

• Proulx, L., et al.: Clin. Exp. Immunol., 140, 46 (2005)
• Rajesh, M., et al.: Biochem., 44, 2197 (2005)
• Cheng, G., et al.: Chem. Res. Toxicol., 21, 746 (2005)
• Clague, J., et al.: Carcinogenesis, 30, 706 (2005)