Cyclacillin

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Cat Number

API0231640

CAS Number

3485-14-1

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Product Detail Description Customer Q&A

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.