sodium (6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase ID: 130742
• Molecular Formular: C16H15N4NaO8S
• Molecular Mass: 446.36707
• Monoisotopic Mass: 446.05082874
• SMILES: CO/N=C(/c1ccco1)\C(=O)N[C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)[O-].[Na+]
• Canonical SMILES: CO/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])COC(=O)N)/c1ccco1.[Na+]
• InChI: InChI=1S/C16H16N4O8S.Na/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20;/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24);/q;+1/p-1/b19-9-;/t10-,14-;/m1./s1
• InChIKey: URDOHUPGIOGTKV-JTBFTWTJSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC Traditional name: sodium (6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Synonyms: (6R,7R)-3-[[(Aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt; Anaptivan; Biociclin; Biofurex; Cefurin; Duxima; Novocef; Zinacef; Cefuroxime Sodium Salt; Cefuroxime sodium salt; 头孢呋辛 钠盐

Database IDs

• CAS Number: 56238-63-2
• EC Number: 260-073-1
• MDL Number: MFCD09878727
• PubChem SID: 162225020; 24892692
• PubChem CID: 23670318

CALCULATED PROPERTIES

• Acid pKa: 3.14945
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -3.2276237
• LogD (pH = 7.4): -4.356998
• Log P: -0.9029735
• Molar Refractivity: 108.0029 cm^3
• Polarizability: 37.184486 Å^3
• Polar Surface Area: 176.59 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: >190°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 42/43
• Safety Statements: 22-36/37-45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H334
• GHS Precautionary statements: P280
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard

DETAILS

Sigma Aldrich - C4417

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - C248050

Antibacterial.

REFERENCES

• O’Callaghan, C.H., et al.: Antimicrob. Agents Chemother., 9, 511 (1976)
• Norrby, R., et al.: J. Antimicrob. Chemother., 3, 355 (1976)
• Brogden, R.N., et al.: Drugs, 17, 233 (1976)
• Wozniak, J.R., et al.: Anal. Profiles Drug Subs., 20, 209 (1976)