Cyclacillin

Cyclacillin

Cat Number
API0231640
CAS Number
3485-14-1

For research use only. We do not supply to patients.

For pharmaceutical-grade products or other inquiries, please contact our experts.

CAS Number
3485-14-1
EINECS
222-470-8
Storage
Store at 2-8℃
Synonyms
Aminocyclohexylpenicillin; Bastcillin; Cyclapen; Ultracillin
Molecular Formula
C15H23N3O4S
Molecular Weight
341.4
Smiles
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3(CCCCC3)N)C(=O)O)C
Appearance
White to off-white solid
Boiling Point
649.6±55.0℃ (Predicted)
Relative Density
1.40±0.1 (Predicted)
General Description
Cyclacillin is a semisynthetic aminopenicillin antibiotic with a broader spectrum than penicillin but less potent than ampicillin. The drug is unique among penicillins for its rapid oral absorption and high urinary recovery.
Mechanism of Action
Cyclacillin inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), disrupting peptidoglycan cross-linking. This leads to osmotic lysis of susceptible bacteria. The drug is acid-stable and rapidly absorbed, achieving high serum levels. However, it is less active than ampicillin against Haemophilus influenzae and certain E. coli strains, and it is hydrolyzed by beta-lactamases.
Application
Cyclacillin was indicated for respiratory tract infections (otitis media, pharyngitis, sinusitis), urinary tract infections, and skin/soft tissue infections caused by susceptible organisms.

Does Cyclacillin require refrigerated storage as a semisynthetic penicillin?

Yes, it must be stored at 2-8°C. At room temperature, rapid hydrolysis of the beta-lactam ring and degradation of the cyclohexadiene ring occur.

Is Cyclacillin sensitive to moisture, and how is this prevented?

It is hygroscopic and readily hydrolyzes. Our packaging includes moisture-barrier foil bags with desiccant. Open only in low-humidity environments.

What is the stability of Cyclacillin after reconstitution for oral suspension?

Reconstituted suspensions have limited stability (typically 7-10 days under refrigeration). We provide detailed in-use stability data for various vehicles.

How is the impurity cyclacilloic acid (penicilloic acid derivative) monitored?

This primary hydrolysis product is quantified using a stability-indicating HPLC method, ensuring it remains within pharmacopoeial limits.
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