2-aminopyrimidine-5-carbonitrile

• ChemBase ID: 66388
• Molecular Formular: C5H4N4
• Molecular Mass: 120.11206
• Monoisotopic Mass: 120.04359615
• SMILES: c1(ncc(cn1)C#N)N
• Canonical SMILES: N#Cc1cnc(nc1)N
• InChI: InChI=1S/C5H4N4/c6-1-4-2-8-5(7)9-3-4/h2-3H,(H2,7,8,9)
• InChIKey: SEUSFEKWVIFWTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminopyrimidine-5-carbonitrile
• IUPAC Traditional name: 2-aminopyrimidine-5-carbonitrile
• Synonyms: 2-Amino-5-cyanopyrimidine; 5-Cyano-2-pyrimidinamine; 2-Amino-5-pyrimidinecarbonitrile; 2-Aminopyrimidine-5-carbonitrile

Database IDs

• CAS Number: 1753-48-6
• MDL Number: MFCD00232791
• PubChem SID: 162032126
• PubChem CID: 3814492

CALCULATED PROPERTIES

• Acid pKa: 16.143066
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.24430896
• LogD (pH = 7.4): -0.2443083
• Log P: -0.2443083
• Molar Refractivity: 33.0903 cm^3
• Polarizability: 11.543362 Å^3
• Polar Surface Area: 75.59 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 - A629060

2-Amino-5-pyrimidinecarbonitrile is used for the preparation of pyrazinone and pyridinone derivatives as thrombin inhibitors.

REFERENCES

• Tamura, S., et al.: Bioorg. Med. Chem. Lett., 7, 1543 (1997)
• Coburn, C., et al.: Bioorg. Med. Chem. Lett., 10, 1069 (1997)