Compound ID | 1909
Synonym(s): Sulperazon (sulbactam sodium/cefoperazone sodium)
Class: Beta-lactam (cephalosporin, third generation)
Spectrum of activity: | Gram-positive & Gram-negative |
Details of activity: | Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against some Enterobacteriaceae and Pseudomonas aeruginosa but high resistance rates |
Description: | Semisynthetic Cephalosporine, derived from Cephalosporin C. Fixed combination with sulbactam available in some countries |
Institute where first reported: | Pfizer |
Year first mentioned: | 1974 |
Highest developmental phase: | Approved by FDA in 1982 |
Development status: | Approved (only in combination with sulbactam) |
Reason Dropped: | Discontinued in US |
Chemical structure(s): | |
Canonical SMILES: | CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@@H]3C(=O)N4C(=C(CS[C@H]34)CSC5=NN=NN5C)C(=O)O |
Isomeric SMILES: | CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O |
InChI: | InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1 |
InChI Key: | GCFBRXLSHGKWDP-XCGNWRKASA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/44187 |
External links: | |
Guide to Pharmacology: | cefoperazone |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/32129861/ |
Citations: |
|