About MedicaPharma
MedicaPharma distributes high-quality active pharmaceutical ingredients (APIs) to hospitals, commercial (compounding) pharmacies, research institutes, and universities worldwide.
Network of over +400 GMP API producers
Let us handle your sourcing / supply activities. Highly experienced in sourcing specialty raw pharmaceutical ingredients from niche GMP manufacturers around the world.
Why Choose MedicaPharma
Niche API specialist - Pro-active supply partner - High service level - Global network - Logistics according to GDP regulations
Product Description
Mechanism of action
Bacampicillin (also referred to as balampicillin in some listings) is an orally absorbed prodrug of ampicillin. Following absorption, it undergoes rapid enzymatic hydrolysis to release ampicillin, which exerts bactericidal activity by binding PBPs and inhibiting bacterial cell‑wall transpeptidation. The prodrug design significantly improves oral bioavailability relative to ampicillin itself.
Benefits and advantages
Used in pharmacokinetic modelling of prodrug activation, oral absorption optimisation, β‑lactam distribution studies and comparative analyses of ester‑prodrug strategies. Its predictable conversion kinetics make it a useful reference compound in prodrug design.
Side effects and risks
Risks mirror those of ampicillin, including hypersensitivity reactions, GI upset and rare hepatic injury. Handling precautions required to avoid sensitisation to β‑lactam structures.
Datasheet
| Molecular Formula | C23H27N3O5S |
|---|---|
| Molecular Weight | 465.5 g/mol |
| CAS Number | 50972-17-3 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | 1.23e-01 g/L |
| Purity | Purity information is available upon request (COA). |
| Synonym | bacampicillin; 50972-17-3; Bacampicilline; Bacampicilina; bacampicillinum |
| IUPAC/Chemical Name | 1-ethoxycarbonyloxyethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate |
| InChl Key | PFOLLRNADZZWEX-FFGRCDKISA-N |
| InChl Code | InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1 |
| References |
3D Conformer.
(Click, turn or enlarge)
Download our GMP API Product List.
MedicaPharma is an EU-based supplier of GMP-certified APIs that serves leading healthcare institutions and research organizations.
Click here to download our full API product list.
