5-[(methylsulfanyl)methyl]-3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one

• ChemBase ID: 175148
• Molecular Formular: C10H11N3O5S
• Molecular Mass: 285.27644
• Monoisotopic Mass: 285.04194147
• SMILES: c1(ccc(o1)/C=N/N1CC(OC1=O)CSC)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(o1)/C=N/N1CC(OC1=O)CSC
• InChI: InChI=1S/C10H11N3O5S/c1-19-6-8-5-12(10(14)18-8)11-4-7-2-3-9(17-7)13(15)16/h2-4,8H,5-6H2,1H3/b11-4+
• InChIKey: SRQKTCXJCCHINN-NYYWCZLTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(methylsulfanyl)methyl]-3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one
• IUPAC Traditional name: omnes
• Synonyms: 5-[(Methylthio)methyl]-3-[[(5-nitro-2-furanyl)methylene]amino]-2-oxazolidinone; 3-[(5-Nitro-2-furfurylidene)amino]-5-[(methylthio)methyl]-2-oxazolidinone; 5-(Methylmercaptomethyl)-3-(5-nitro-2-furfurylidenamino)-2-oxazolidinone; Inimur; Macmiror; Magmilor; Methylmercadone; NF 113; Omnes; Polmiror; SAP 113; Tydantil; Nifuratel

Database IDs

• CAS Number: 4936-47-4
• PubChem SID: 164231058
• PubChem CID: 6433427

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.7220606
• LogD (pH = 7.4): 1.7220606
• Log P: 1.7220606
• Molar Refractivity: 67.8813 cm^3
• Polarizability: 25.312727 Å^3
• Polar Surface Area: 100.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone (Sparingly); Methanol (sparingly)
• Apperance: Yellow Solid
• Melting Point: 176-178°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N458250

Nifuratel is a drug used as an antibacterial, antifungal, antiprotozoal (Trichomonas). Nifuratel appears to have a broad antibacterial spectrum of action and is effective against Chlamydia trachomatis and Mycoplasma spp. as well as fungal infections from

REFERENCES

• Nam, H., et al.: J. Microbiol., 45, 515 (2007)
• Costerton, W., et al.: J. Clin. Invest., 112, 1466 (2007)
• Ferris, M., et al.: J. Clin. Microbiol., 42, 5892 (2007)