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

https://pubchem.ncbi.nlm.nih.gov/compound/5742832;

3D Conformer.

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