1-{[(5-nitrofuran-2-yl)methylidene]amino}(2,4,5-13C3)imidazolidine-2,4-dione

• ChemBase ID: 157475
• Molecular Formular: C8H6N4O5
• Molecular Mass: 241.13500451
• Monoisotopic Mass: 241.04388383
• SMILES: c1cc(oc1/C=N/N1[13CH2][13C](=O)N[13C]1=O)[N+](=O)[O-]
• Canonical SMILES: O=[13C]1N[13C](=O)N([13CH2]1)/N=C/c1ccc(o1)[N+](=O)[O-]
• InChI: InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/i4+1,6+1,8+1
• InChIKey: NXFQHRVNIOXGAQ-ZIBLLEECSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(5-nitrofuran-2-yl)methylidene]amino}(2,4,5-^1^3C₃)imidazolidine-2,4-dione; 1-[(E)-[(5-nitrofuran-2-yl)methylidene]amino](2,4,5-^1^3C₃)imidazolidine-2,4-dione
• IUPAC Traditional name: 1-{[(5-nitrofuran-2-yl)methylidene]amino}(2,4,5-^1^3C₃)imidazolidine-2,4-dione; 1-[(E)-[(5-nitrofuran-2-yl)methylidene]amino](2,4,5-^1^3C₃)imidazolidine-2,4-dione
• Synonyms: N-(5-Nitro-2-furfurylidene)-1-aminohydantoin-13C3; Furadoxyl-13C3; Nitrofurantoin-13C3; 1-[[(5-Nitro-2-furanyl)methylene]amino]-2,4-imidazolidinedione-13C3; 1-(5-Nitro-2-furfurylideneamino)hydantoin-13C3; 5-Nitrofurantoin-13C3; Berkfurin-13C3; Chemiofuran-13C3; Cyantin-13C3; Cystit-13C3; Furadantoin-13C3; Furadoin-13C3; Furadoine-13C3; Nifurantin-13C3; Nitoin-13C3; Nitrofurantoin-13C3; Novofuran-13C3; Nitrofurantoin-13C3; N-(5-硝基-2-呋喃亚甲基)-1-氨基海因-13C3; 呋喃坦啶-13C3; 呋喃妥因-13C3

Database IDs

• CAS Number: 1217226-46-4
• MDL Number: MFCD16652575
• PubChem SID: 162251612
• PubChem CID: 46782485

CALCULATED PROPERTIES

• Acid pKa: 9.233154
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.22152936
• LogD (pH = 7.4): -0.22770812
• Log P: -0.22144999
• Molar Refractivity: 53.1141 cm^3
• Polarizability: 19.238554 Å^3
• Polar Surface Area: 120.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 262-264 °C (dec.)
• Mass Shift: M+3

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-42/43
• Safety Statements: 22-36/37-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H317-H334
• GHS Precautionary statements: P261-P280-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): 13C3C5H6N4O5

DETAILS

Sigma Aldrich - 32513

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - N493852

A nitrofuran labelled antibiotic with low resistance potential that is rapidly metabolized by mammals. Active against both Gram-positive and Gram-negative bacteria. Nitrofurantoin is also a prooxidant that is cytotoxic due to the generation of intracellul

REFERENCES

• Cadwallader, D.E., et al.: Anal. Profiles Drug Subs., 5, 345 (1976)
• Rogers, R.G., et al.: Am. J. Obstr. Gynecol., 191, 182 (1976)