2-aminopyrimidin-4-ol

• ChemBase ID: 66690
• Molecular Formular: C4H5N3O
• Molecular Mass: 111.102
• Monoisotopic Mass: 111.0432618
• SMILES: c1(nc(ccn1)O)N
• Canonical SMILES: Oc1ccnc(n1)N
• InChI: InChI=1S/C4H5N3O/c5-4-6-2-1-3(8)7-4/h1-2H,(H3,5,6,7,8)
• InChIKey: XQCZBXHVTFVIFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminopyrimidin-4-ol
• IUPAC Traditional name: 2-amino-4-hydroxypyrimidine
• Synonyms: 2-Amino-4-hydroxypyrimidine; 2-aminopyrimidin-4-ol; 2-Amino-4-hydroxypyrimidine; 2-Amino-4-pyrimidone; 2-Aminouracil; NSC 49118; 2-Aminopyrimidin-4(3H)-one; Isocytosine; Iso Cytosine

Database IDs

• CAS Number: 100643-25-2; 108-53-2
• MDL Number: MFCD00023256
• PubChem SID: 162032427
• PubChem CID: 66950

CALCULATED PROPERTIES

• Acid pKa: 12.283097
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.19030222
• LogD (pH = 7.4): 0.19047979
• Log P: 0.19048773
• Molar Refractivity: 29.6631 cm^3
• Polarizability: 10.342514 Å^3
• Polar Surface Area: 72.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Hot Water 200 mg +4 mL Acetic Acid with Warming gives a Clear Solution
• Apperance: White to Off-White Solid
• Melting Point: 269 - 271°C; 274-283°C
• Hydrophobicity(logP): -1.776

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - I812500

A useful intermediate for chemical modifications of base and sugar moieties in natural nucleosides.

REFERENCES

• Sashaki, T., et al.: J. Org. Chem., 40(1)
• 106 (1975)