| Field | Specification |
|---|---|
| Target | |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C16H17N5O4S |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Azidocillin, a semi-synthetic Penicillin, is an orally active β-lactam antibiotic. It carries an azide functionality while retaining on-target activity within bacteria, and it has been studied for osteitis following dental surgery, otitis media, enterococcal septicemia, and other bacterial infectious diseases[1][2]. As a click chemistry reagent bearing an azide group, it can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing alkyne groups, and it can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups. It is supplied as a white to off-white solid (C16H17N5O4S, MW 375.40) at 97.05% purity.
Physical & Chemical Properties
| CAS Number | 17243-38-8 |
|---|---|
| Molecular Formula | C16H17N5O4S |
| Molecular Weight | 375.40 g/mol |
| Purity | 97.05% |
| Appearance | Solid |
| Color | White to off-white |
| SMILES | O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC([C@H](N=[N+]=[N-])C3=CC=CC=C3)=O)N1C2=O)O |
| Target | β-lactam |
| Signaling Pathway | Anti-infection |
| Solubility | In Vitro: DMSO: ≥ 100 mg/mL (266.38 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) * "≥" means soluble, but saturation unknown. |
| Storage | Powder: -20°C, 3 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | ≥ 100 mg/mL (266.38 mM) | use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
Data provided by the manufacturer.
In Vitro
Azidocillin (0.004-16.0, >16.0 μg/mL; 24 h) suppresses growth of most bacteria isolated from human mandibular osteitis; mean MIC values run from 0.005 to 1.2 μg/mL depending on the genus, while just a few strains show MIC values above 2.0 μg/mL[1].
In Vivo
When Azidocillin (15 mg/kg; i.v.; single dose) is given intravenously to rats with bile fistulas and ligated renal pedicles, 12.9% of the dose is excreted in bile as biologically active drug over 1 hour; extensive biotransformation results in low levels of active drug relative to total excreted radioactivity[2].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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