Cephalexin Hydrochloride

Cephalexin Hydrochloride

Cat Number
API0231646
CAS Number
105879-42-3

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CAS Number
105879-42-3
Storage
Store at room temperature
Synonyms
Cephalexin HCl; Cefalexin hydrochloride; LY061188; 6VJE5G3D98; LY-061188
Molecular Formula
C16H20ClN3O5S
Molecular Weight
401.9
Smiles
CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)SC1)C(=O)O.O.Cl
Appearance
White to off-white crystalline powder
Melting Point
196-198℃
Boiling Point
727.4±60.0℃ at 760 mmHg
Relative Density
1.5±0.1
General Description
Cephalexin hydrochloride is a first-generation oral cephalosporin antibiotic with activity primarily against gram-positive cocci. The hydrochloride salt enhances water solubility for oral solution formulations. The drug is a mainstay for uncomplicated outpatient infections.
Mechanism of Action
Cephalexin inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), interfering with the cross-linking of peptidoglycan strands. This leads to cell lysis during active replication. The drug is acid-stable and well absorbed from the gastrointestinal tract. It is not active against beta-lactamase-producing S. aureus or most gram-negative rods.
Application
Cephalexin is indicated for respiratory tract infections (pharyngitis, tonsillitis, bronchitis), otitis media, skin and soft tissue infections, bone and joint infections, and uncomplicated urinary tract infections. Dosing is every 6-12 hours depending on severity.

In a double‑blind pilot RCT at two Canadian EDs, 69 adults with non‑purulent cellulitis were randomized to high‑dose (1000 mg) or standard‑dose (500 mg) cephalexin four times daily for 7 days. Recruitment rate was 51.5%, exceeding the target of 35%, and loss to follow‑up was 6.1%, demonstrating feasibility for a full‑scale trial. Treatment failure occurred in 3.2% of the high‑dose arm versus 12.9% of the standard‑dose arm. Minor adverse events were more frequent with high‑dose. No unplanned hospitalizations occurred. The authors conclude that a larger trial is warranted to confirm these preliminary findings.

Fig. 1 CONSORT flow diagram. (Yadav K, <i>et al</i>., 2023) Fig. 1 CONSORT flow diagram. (Yadav K, et al., 2023)

References

  1. Yadav K, et al. High-dose cephalexin for cellulitis: a pilot randomized controlled trial. CJEM. 2023;25(1):22-30.

Using an in vitro tripartite model of C57Bl/6 murine bone‑marrow‑derived macrophages and cephalexin against S. aureus, the joint bactericidal effect depended strongly on inoculum size. At ≤10⁶ CFU/mL, macrophages cooperated with cephalexin to enhance killing. At 10⁷ CFU/mL, macrophages were overwhelmed (increased cell death) and actually protected the bacteria from cephalexin, resulting in higher final bacterial counts than cephalexin alone. These findings suggest that at the early stage of infection or at the end of antibiotic treatment (low bacterial burden), host‑drug cooperation may facilitate bacterial clearance.

Fig. 2 Time-kill curves of extracellular S. aureus exposed to cephalexin and/or macrophages. (Lallemand EA, <i>et al</i>., 2021) Fig. 2 Time-kill curves of extracellular S. aureus exposed to cephalexin and/or macrophages. (Lallemand EA, et al., 2021)

References

  1. Lallemand EA, et al. Dynamic interactions between cephalexin and macrophages on different Staphylococcus aureus inoculum sizes: a tripartite in vitro model. BMC Vet Res. 2021;17(1):23.

Does Cephalexin Hydrochloride require refrigerated storage as a cephalosporin?

No, it is stable at controlled room temperature (15-25°C). However, avoid excessive heat above 30°C, which accelerates hydrolysis of the beta-lactam ring.

Is Cephalexin Hydrochloride sensitive to moisture, and how is this prevented?

It is slightly hygroscopic. Under high humidity, it may clump and slowly hydrolyze. Store in tightly sealed containers with desiccant for long-term stability.

What is the stability of Cephalexin Hydrochloride in oral suspension formulations?

Reconstituted suspensions have limited stability (typically 7-14 days under refrigeration). We provide detailed in-use stability data for various vehicles.

How is the impurity 7-aminodesacetoxycephalosporanic acid (7-ADCA) monitored?

This process-related and degradation impurity is quantified using a stability-indicating HPLC method, ensuring it remains below pharmacopoeial limits.
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