Cefapirin sodiumProduct ingredient for Cefapirin
- Name
- Cefapirin sodium
- Drug Entry
- Cefapirin
Cefapirin (INN, also spelled cephapirin), commonly marketed under the trade name Cefadyl, is a first-generation cephalosporin antibiotic that is available in injectable formulations. Production for use in humans has been discontinued in the United States. Cefapirin is partly plasma-bound and is effective against gram-negative and gram-positive organisms.
- Accession Number
- DBSALT000264
- Structure
- Synonyms
- Cefapirin sodium / Cephapirin sodium / Sodium cefapirin
- External IDs
- BL-P 1322 / BLP 1322
- UNII
- 431LFF7I7J
- CAS Number
- 24356-60-3
- Weight
- Average: 445.44
Monoisotopic: 445.03782188 - Chemical Formula
- C17H16N3NaO6S2
- InChI Key
- VGEOUKPOQQEQSX-OALZAMAHSA-M
- 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
- 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
- SMILES
- [Na+].[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C([O-])=O
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.312 mg/mL ALOGPS logP 0.95 ALOGPS logP -2.1 Chemaxon logS -3.2 ALOGPS pKa (Strongest Acidic) 3.35 Chemaxon pKa (Strongest Basic) 4.99 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 128.73 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 113.27 m3·mol-1 Chemaxon Polarizability 39.79 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon