AZTREONAM
Barbituric acid is a core scaffold for barbiturate synthesis but has minimal activity itself. It serves mainly in chemical research. Side effects relate to derivative compounds rather than the parent molecule.
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Product Description
Mechanism of action
Aztreonam is a monobactam β‑lactam antibiotic that selectively binds to penicillin‑binding protein 3 (PBP3) in Gram‑negative bacteria. Inhibition of PBP3 disrupts the terminal stages of peptidoglycan cross‑linking, producing defective bacterial cell division and leading to filamentation and lysis. Aztreonam is highly stable against most serine β‑lactamases and demonstrates potent activity against Enterobacteriaceae and *Pseudomonas aeruginosa*.
Benefits and advantages
Extensively used in microbiology research focused on Gram‑negative cell‑wall biology, β‑lactam resistance mechanisms, PBP target‑mapping, and synergy studies with β‑lactamase inhibitors. Its monobactam structure allows clear mechanistic differentiation from penicillins and cephalosporins.
Side effects and risks
Potential risks include rash, hepatic enzyme elevations, GI disturbances and rare hypersensitivity (though cross‑ reactivity with penicillins is minimal). Must be handled under antimicrobial API safety protocols.
Datasheet
| Molecular Formula | C13H17N5O8S2 |
|---|---|
| Molecular Weight | 435.4 g/mol |
| CAS Number | 78110-38-0 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | Insoluble |
| Purity | Purity information is available upon request (COA). |
| Synonym | aztreonam; Azactam; 78110-38-0; Primbactam; Azthreonam |
| IUPAC/Chemical Name | 2-[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid |
| InChl Key | WZPBZJONDBGPKJ-VEHQQRBSSA-N |
| InChl Code | 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 |
| References |
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