Compound ID | 1960

Aztreonam

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

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