ammonium (2Z)-2-(furan-2-yl)-2-[(2H3)methoxyimino]acetate

• ChemBase ID: 172981
• Molecular Formular: C7H10N2O4
• Molecular Mass: 186.1653
• Monoisotopic Mass: 186.06405681
• SMILES: [NH4+].c1ccc(o1)/C(=N/OC)/C(=O)[O-]
• Canonical SMILES: CO/N=C(/c1ccco1)\C(=O)[O-].[NH4+]
• InChI: InChI=1S/C7H7NO4.H3N/c1-11-8-6(7(9)10)5-3-2-4-12-5;/h2-4H,1H3,(H,9,10);1H3/b8-6-
• InChIKey: ZWNSXPIVYODLLM-PHZXCRFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ammonium (2Z)-2-(furan-2-yl)-2-[(^2H₃)methoxyimino]acetate
• IUPAC Traditional name: ammonium (2Z)-2-(furan-2-yl)-2-[(^2H₃)methoxyimino]acetate
• Synonyms: (αZ)-α-(Methoxyimino-d3)-2-furanacetic Acid Ammonium Salt; (Z)-2-(2-Furyl)-2-(methoxyimino)acetic Acid Ammonium Salt; (Z)-2-Methoxyimino-2-furanacetic Acid-d3 Ammonium Salt

Database IDs

• PubChem SID: 164228891
• PubChem CID: 46782159

CALCULATED PROPERTIES

• Acid pKa: 2.4177983
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -2.0118005
• LogD (pH = 7.4): -2.5762491
• Log P: 0.9381746
• Molar Refractivity: 49.7877 cm^3
• Polarizability: 14.692012 Å^3
• Polar Surface Area: 74.86 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - M262692

An intermediate in the preparation of Cephalosporin antibiotics and derivatives

REFERENCES

• Nomura, H., et al.: J. Med. Chem., 17, 12 (1974)
• Fuzimoto, K., et al.: J. Antibiotics, 40, 370 (1974)