1H-imidazol-5-amine

• ChemBase ID: 160221
• Molecular Formular: C3H5N3
• Molecular Mass: 83.0919
• Monoisotopic Mass: 83.04834718
• SMILES: n1cc([nH]c1)N
• Canonical SMILES: Nc1cnc[nH]1
• InChI: InChI=1S/C3H5N3/c4-3-1-5-2-6-3/h1-2H,4H2,(H,5,6)
• InChIKey: QRZMXADUXZADTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-imidazol-5-amine; 1H-imidazol-4-amine
• IUPAC Traditional name: 5-aminoimidazole; 4-aminoimidazole
• Synonyms: 4(5)-Aminoimidazole; 5-Aminoimidazole; 5-Amino-1H-imidazole; 1H-Imidazol-5-amine; 1H-Imidazol-4-amine; 4-Aminoimidazole; 1H-Imidazol-4-amine

Database IDs

• CAS Number: 4919-03-3
• MDL Number: MFCD10697825
• PubChem SID: 162254356
• PubChem CID: 484

CALCULATED PROPERTIES

• Acid pKa: 16.621927
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.3383228
• LogD (pH = 7.4): -0.5056746
• Log P: -0.37969264
• Molar Refractivity: 24.0267 cm^3
• Polarizability: 8.298539 Å^3
• Polar Surface Area: 54.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%; 97%

DETAILS

Toronto Research Chemicals - A611815

4-Aminoimidazole is used as a building block for the synthesis vitamin B12-analogs via Eubacterium limosu.

REFERENCES

• Endres, B. et al.: Biol. Chem. Hop.-Sey., 376, 595 (1995)