Sultamicillin is a semisynthetic β-lactam antibacterial prodrug associated with the antibacterial agents ampicillin and sulbactam. It is designed for oral administration and is hydrolyzed to release ampicillin and sulbactam after absorption.
Sultamicillin is classified under ATC J01CR04 and belongs to the penicillin antibacterial and β-lactamase inhibitor category.
The compound is chemically distinct from Sultamicillin Tosylate/Tosilate, which is a salt form used in pharmaceutical products. FDA GSRS separately identifies Sultamicillin Tosylate with CAS 83105-70-8.
Sultamicillin is a penicillanic-acid-derived ester containing structural components corresponding to ampicillin and sulbactam. FDA GSRS identifies its molecular formula as C₂₅H₃₀N₄O₉S₂ and molecular weight as 594.66 g/mol.
| Property | Details |
|---|---|
| Product Name | Sultamicillin |
| API Name | Sultamicillin |
| CAS Number | 76497-13-7 |
| Molecular Formula | C₂₅H₃₀N₄O₉S₂ |
| Molecular Weight | 594.66 g/mol |
| Therapeutic Class | β-Lactam Antibacterial |
| Pharmacological Category | Penicillin + β-Lactamase Inhibitor |
| ATC Code | J01CR04 |
| Chemical Class | Penicillanic Acid Ester |
| UNII | 65DT0ML581 |
| PubChem CID | 444022 |
| Synonyms | Sultamicillin, Sultamicillinum, CP-49952, CP-49,952 |
| Physical Form | Solid / crystalline material |
| Stereochemistry | Absolute stereochemistry |
FDA GSRS confirms Sultamicillin as the official substance name and records its relationship with Sultamicillin Hydrochloride in the substance hierarchy.
Sultamicillin is an orally active antibacterial prodrug designed to deliver the antibacterial activity of ampicillin together with β-lactamase inhibition provided by sulbactam.
Its pharmaceutical applications are associated with treatment and development of formulations for susceptible bacterial infections.
The combination is useful because sulbactam inhibits many bacterial β-lactamases, helping protect the β-lactam antibacterial component from enzymatic degradation.
Sultamicillin has therefore been used in pharmaceutical development for:
Sultamicillin functions as a prodrug that is converted in the body to ampicillin and sulbactam.
Ampicillin inhibits bacterial cell-wall synthesis by binding to penicillin-binding proteins (PBPs). This interferes with peptidoglycan cross-linking and weakens the bacterial cell wall.
Sulbactam is a β-lactamase inhibitor. It inhibits susceptible bacterial β-lactamases, thereby helping protect ampicillin from enzymatic hydrolysis.
The combined pharmacological effect provides antibacterial activity against susceptible organisms that produce certain β-lactamases. PubChem describes Sultamicillin as functionally related to both ampicillin and sulbactam.
Sultamicillin and its tosylate/tosilate forms should be specified according to the exact chemical form being manufactured and supplied.
For Sultamicillin Tosilate Dihydrate, the BP 2025 monograph specifies controls including water, sulfated ash, ethyl acetate and liquid-chromatographic assay. The BP monograph specifies water 4.0–6.0%, sulfated ash NMT 0.2%, and ethyl acetate NMT 2.0%.
For Sultamicillin Tosilate Dihydrate, the BP monograph uses liquid chromatography for assay and specifies storage in an airtight container.
Swapnroop provides pharmaceutical API manufacturing and development capabilities for specialized antibacterial compounds such as Sultamicillin.
Manufacturing and quality control can be aligned with the applicable pharmacopoeial requirements, customer specifications and regulatory expectations for the particular Sultamicillin form.
Sultamicillin should be packed in suitable pharmaceutical-grade packaging that protects the API from moisture, light and other environmental factors.
For Sultamicillin Tosilate Dihydrate, the BP monograph specifies storage in an airtight container.
Depending on customer and regulatory requirements, documentation may include:
Swapnroop focuses on quality-oriented manufacturing and pharmaceutical API solutions for specialized antibacterial compounds.
| Parameter | Specification |
|---|---|
| Appearance | white to off-white crystalline powder |
| Identification | IR & HPLC compliant |
| Assay (HPLC) | 98.0% – 102.0% |
| Loss on Drying | NMT 0.5% |
| Residue on Ignition | NMT 0.1% |
| pH (1% Solution) | 4.0 – 6.0 |