4-amino-1,2-dihydropyridin-2-one

• ChemBase ID: 63093
• Molecular Formular: C5H6N2O
• Molecular Mass: 110.11394
• Monoisotopic Mass: 110.04801282
• SMILES: c1[nH]c(=O)cc(c1)N
• Canonical SMILES: Nc1cc[nH]c(=O)c1
• InChI: InChI=1S/C5H6N2O/c6-4-1-2-7-5(8)3-4/h1-3H,(H3,6,7,8)
• InChIKey: SBQVQYPJWLJRQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1,2-dihydropyridin-2-one
• IUPAC Traditional name: 4-amino-1H-pyridin-2-one
• Synonyms: 4-Amino-1H-pyridin-2-one; 4-Amino-2(1H)-pyridinone; 4-Amino-2-pyridinol; 3-Deazacytosine; 4-Aminopyridin-2(1H)-one; 4-Amino-pyridin-2-ol; 4-Amino-2-pyridone

Database IDs

• CAS Number: 38767-72-5
• MDL Number: MFCD09832889
• PubChem SID: 162028832
• PubChem CID: 573530

CALCULATED PROPERTIES

• Acid pKa: 11.295171
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.0194246
• LogD (pH = 7.4): -1.0193827
• Log P: -1.0193325
• Molar Refractivity: 31.5951 cm^3
• Polarizability: 11.088442 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%

DETAILS

Toronto Research Chemicals - A629020

4-Amino-2-pyridone is used in the preparation of nucleoside analogues with antitumor and antiviral activity.

REFERENCES

• Szekeres, G.L. et al.: J. Carb. Nucleos. Nucleot., 4, 147 (1977)
• McNamara, D.J. et al.: J. Med. Chem., 33, 2006 (1977)