2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethan-1-amine

• ChemBase ID: 160130
• Molecular Formular: C6H10N4O2
• Molecular Mass: 170.1692
• Monoisotopic Mass: 170.08037558
• SMILES: c1(ncc(n1CCN)[N+](=O)[O-])C
• Canonical SMILES: NCCn1c(C)ncc1[N+](=O)[O-]
• InChI: InChI=1S/C6H10N4O2/c1-5-8-4-6(10(11)12)9(5)3-2-7/h4H,2-3,7H2,1H3
• InChIKey: FTZVRGDRIAPBKO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethan-1-amine
• IUPAC Traditional name: 2-(2-methyl-5-nitroimidazol-1-yl)ethanamine
• Synonyms: 2-(2-Methyl-5-nitro-1H-imidazolyl)ethylamine Dihydrochloride; 1-(2-Aminoethyl)-2-methyl-5-nitroimidazole Dihydrochloride Monohydrate

Database IDs

• CAS Number: 49575-10-2
• PubChem SID: 162254265
• PubChem CID: 2724233

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -3.5711336
• LogD (pH = 7.4): -2.7799487
• Log P: -0.56619203
• Molar Refractivity: 42.878 cm^3
• Polarizability: 16.001081 Å^3
• Polar Surface Area: 89.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 194-195°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A609170

An interesting intermediate in the synthesis of a number of antibacterial and antitumor agents.

REFERENCES

• Hay, M.P., et al.: J. Med. Chem., 37, 381-391 (1994)
• Demirayak, S., et al.: Eur. J. Med. Chem. 34, 275-278 (1999)