CICLACILLIN

Ciclacillin is a semisynthetic penicillin antibiotic inhibiting bacterial cell wall synthesis. It is effective for respiratory and urinary infections. Side effects include rash, GI upset, and allergic reactions.

SKU: 7c7965c7c66c Category: Tag:

Product Description


Mechanism of Action

Ciclacillin is an aminopenicillin derivative that inhibits bacterial cell‑wall synthesis by binding PBPs and preventing peptidoglycan crosslinking. It demonstrates improved oral stability relative to ampicillin through structural cyclisation that protects the β‑lactam from hydrolysis.

Benefits and Advantages

Used in β‑lactam stability research, gram‑positive susceptibility studies, oral‑absorption modelling, PBP‑binding assays and aminopenicillin SAR comparisons.

Side Effects and Risks

Risks include allergic reactions, GI upset, hepatic enzyme elevation and alteration of gut flora. Handle following β‑lactam antimicrobial precautions.

Datasheet


Molecular Formula

C16H23N3O5S

Molecular Weight

341.4 g/mol

CAS Number

3485-14-1

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

1.90e+00 g/L

Purity

Purity information is available upon request (COA).

Synonym

CYCLACILLIN; ciclacillin; Vastcillin; 3485-14-1; Aminocyclohexylpenicillin

IUPAC/Chemical Name

(2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

InChl Key

HGBLNBBNRORJKI-WCABBAIRSA-N

InChl Code

InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/19003;

3D Conformer.

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