CARBENICILLIN INDANYL SODIUM
Carbenicillin indanyl sodium is an oral prodrug of carbenicillin used for urinary infections. Side effects include GI upset and hypersensitivity reactions.
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Product Description
Mechanism of action
Carbenicillin indanyl sodium is an orally bioavailable prodrug of carbenicillin. After absorption, esterases convert the indanyl moiety into active carbenicillin, which inhibits PBPs and disrupts bacterial cell‑wall synthesis. The indanyl ester improves stability and GI absorption compared to parent carbenicillin.
Benefits and advantages
Used in oral β‑lactam pharmacokinetics research, prodrug‑activation studies, gram‑negative susceptibility modelling, β‑lactam SAR analysis and bacterial‑cell‑wall investigations.
Side effects and risks
Risks include hypersensitivity, GI upset, hepatic enzyme elevation, platelet dysfunction and sodium‑related electrolyte changes. Handle as a β‑lactam antibiotic prodrug with standard antimicrobial precautions.
Datasheet
| Molecular Formula | C25H25N2NaO6S |
|---|---|
| Molecular Weight | 516.5 g/mol |
| CAS Number | 205923-56-4 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance. |
| Purity | Purity information is available upon request (COA). |
| Synonym | Carbenicillin indanyl sodium; carindacillin sodium; 26605-69-6; Geocillin; Indanyl carbenicillin sodium salt |
| IUPAC/Chemical Name | sodium (2S,5R,6R)-6-[[3-(2,3-dihydro-1H-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate |
| InChl Key | QFWPXOXWAUAYAB-XZVIDJSISA-M |
| InChl Code | InChI=1S/C26H26N2O6S.Na/c1-26(2)20(24(31)32)28-22(30)19(23(28)35-26)27-21(29)18(15-7-4-3-5-8-15)25(33)34-17-12-11-14-9-6-10-16(14)13-17;/h3-5,7-8,11-13,18-20,23H,6,9-10H2,1-2H3,(H,27,29)(H,31,32);/q;+1/p-1/t18?,19-,20+,23-;/m1./s1 |
| References |
3D Conformer.
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