sodium (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase ID: 157054
• Molecular Formular: C17H16N3NaO6S2
• Molecular Mass: 445.44521
• Monoisotopic Mass: 445.03782153
• SMILES: CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CSc2ccncc2)SC1)C(=O)[O-].[Na+]
• Canonical SMILES: O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])COC(=O)C)CSc1ccncc1.[Na+]
• InChI: InChI=1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/q;+1/p-1/t13-,16-;/m1./s1
• InChIKey: VGEOUKPOQQEQSX-OALZAMAHSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC Traditional name: sodium cephapirin(1-)
• Synonyms: 3-[(Acetyloxy)methyl]-8-oxo-7-{(4-pyridinylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt; Cephapirin sodium; Cefapirin sodium; 3-[(乙酰氧基)甲基]-8-氧代-7-{(4-吡啶巯基)乙酰基]氨基}-5-硫-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸 单钠盐; 头孢吡硫钠; 头孢匹林钠 钠盐

Database IDs

• CAS Number: 24356-60-3
• EC Number: 246-194-2
• MDL Number: MFCD07793329
• PubChem SID: 162251191
• PubChem CID: 23675312

CALCULATED PROPERTIES

• Acid pKa: 3.540687
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -2.5915926
• LogD (pH = 7.4): -4.131089
• Log P: -2.0011034
• Molar Refractivity: 113.2678 cm^3
• Polarizability: 39.709137 Å^3
• Polar Surface Area: 128.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: XI0382000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 36/37/38-42/43
• Safety Statements: 26-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C17H16N3NaO6S2