CARINDACILLINE

Carindacilline is a penicillin derivative used for bacterial infections. Side effects include GI upset and hypersensitivity.

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Product Description


Mechanism of action

Carindacilline (carbenicillin indanyl ester) is a prodrug designed to enhance oral stability and absorption of carbenicillin. After intestinal ester hydrolysis, active carbenicillin inhibits cell‑wall synthesis by binding PBPs and blocking peptidoglycan crosslinking. It is particularly effective against gram‑negative bacteria including *Pseudomonas* species.

Benefits and advantages

Used in oral β‑lactam pharmacokinetics research, prodrug‑activation modelling, bacterial PBP‑binding studies, gram‑negative susceptibility assays and β‑lactam SAR investigations.

Side effects and risks

Risks include hypersensitivity, GI upset, hepatic enzyme elevation, sodium‑associated electrolyte changes and platelet dysfunction. Handle under antimicrobial compound precautions.

Datasheet


Molecular Formula

C26H26N2O6S

Molecular Weight

494.6 g/mol

CAS Number

35531-88-5

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

Carindacillin; Carbenicillin indanyl; Indanyl carbenicillin; Carindacilina; Carindacilline

IUPAC/Chemical Name

(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-carboxylic acid

InChl Key

JIRBAUWICKGBFE-MNRDOXJOSA-N

InChl Code

InChI=1S/C26H26N2O6S/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)/t18?,19-,20+,23-/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/93184;

3D Conformer.

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