Compound ID | 1960
Class: Beta-lactam (monobactam)
Spectrum of activity: | Gram-negative |
Details of activity: | Binds to bacterial penicillin-binding proteins (PBP) with high affinity for PBP 3 and mild affinity for PBP 1a and interferes with bacterial cell wall integrity and synthesis. It is active against gram-negative bacteria including many metallo-beta-lactamase producing strains. |
Description: | Synthetic monobactam. Intravenous application. Aztreonam lysine is used as a nebuliser solution for suppressive therapy of chronic pulmonary infections due to Pseudomonas aeruginosa in patients with cystic fibrosis. Aztreonam is studied in combination with the beta-lactamase inhibitor avibactam |
Year first mentioned: | 1979 |
Development status: | Approved, off-patent |
Chemical structure(s): | |
Canonical SMILES: | C[C@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)/C(=N\OC(C)(C)C(=O)O)/C2=CSC(=N2)N |
Isomeric SMILES: | C[C@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)/C(=N\OC(C)(C)C(=O)O)/C2=CSC(=N2)N |
InChI: | InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1 |
InChI Key: | WZPBZJONDBGPKJ-VEHQQRBSSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/5742832 |
External links: | |
Guide to Pharmacology: | aztreonam |
Citation: | https://www.mdpi.com/2079-6382/10/8/1012/htm |