5-[(2H8)morpholin-4-ylmethyl]-3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one

• ChemBase ID: 169503
• Molecular Formular: C13H16N4O6
• Molecular Mass: 324.28934
• Monoisotopic Mass: 324.10698425
• SMILES: C1(CN2CCOCC2)OC(=O)N(C1)/N=C/c1oc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C1OC(CN1/N=C/c1ccc(o1)[N+](=O)[O-])CN1CCOCC1
• InChI: InChI=1S/C13H16N4O6/c18-13-16(14-7-10-1-2-12(22-10)17(19)20)9-11(23-13)8-15-3-5-21-6-4-15/h1-2,7,11H,3-6,8-9H2/b14-7+
• InChIKey: YVQVOQKFMFRVGR-VGOFMYFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(^2H₈)morpholin-4-ylmethyl]-3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one
• IUPAC Traditional name: 5-[(^2H₈)morpholin-4-ylmethyl]-3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one
• Synonyms: 5-(4-Morpholinylmethyl-d8)-3-[[(5-nitro-2-furanyl)methylene]amino]-2-oxazolidinone; 5-(Morpholinomethyl-d8)-3-(5-nitrofurfurylidenamino)-2-oxazolidone; Altafur-d8; NF 260-d8; Furazolin-d8; Ibifur-d8; Medifuran-d8; Unifur-d8; Valsyn-d8; Furaltadone-d8

Database IDs

• PubChem SID: 162263635
• PubChem CID: 71317009

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.2571693
• LogD (pH = 7.4): 0.68455565
• Log P: 0.72983557
• Molar Refractivity: 77.849 cm^3
• Polarizability: 29.283985 Å^3
• Polar Surface Area: 113.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Yellow Crystalline Solid
• Melting Point: 206°C (dec.)

DETAILS

Toronto Research Chemicals - F863402

A labelled metabolite of Nitrofuran in milk. Antibacterial.

REFERENCES

• Lim, A., et al.: J. Bacteriol., 181, 2252 (1999)
• Martin, A., et al.: J. Clin. Microbiol., 43, 1612 (1999)
• Chu, P., et al.: J. Agric. Food Chem., 55, 2129 (1999)
• McCracken, R., et al.: Food Addit. Contam., 24, 26 (1999)