1. Anti-infection
  2. Antibiotic Bacterial
  3. Cefamandole

Cefamandole (Cephamandole) is a semi-synthetic second-generation cephalosporin antibiotic with broad-spectrum antimicrobial activity. Cefamandole is resistant to hydrolysis by β-lactamases produced by some Gram-negative bacteria. Cefamandole kills Gram-positive cocci and various Gram-negative bacilli mainly by inhibiting cell wall synthesis, but it is inactive against Pseudomonas, Proteus vulgaris and Providencia stuartii, and its efficacy is affected by inoculum size. The plasma elimination half-life of Cefamandole in rats is only 0.4 h, it is mainly excreted in urine in biologically active form, and it hardly penetrates the non-inflamed blood-brain barrier. Cefamandole is widely used in studies related to bacterial infections.

At equivalent molar concentrations, both the salt and free forms of a compound exhibit comparable biological activity. Nevertheless, the salt form (Cefamandole sodium) usually boasts enhanced water solubility and stability.

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Cefamandole

Cefamandole Chemical Structure

CAS No. : 34444-01-4

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Description

Cefamandole (Cephamandole) is a semi-synthetic second-generation cephalosporin antibiotic with broad-spectrum antimicrobial activity. Cefamandole is resistant to hydrolysis by β-lactamases produced by some Gram-negative bacteria. Cefamandole kills Gram-positive cocci and various Gram-negative bacilli mainly by inhibiting cell wall synthesis, but it is inactive against Pseudomonas, Proteus vulgaris and Providencia stuartii, and its efficacy is affected by inoculum size. The plasma elimination half-life of Cefamandole in rats is only 0.4 h, it is mainly excreted in urine in biologically active form, and it hardly penetrates the non-inflamed blood-brain barrier. Cefamandole is widely used in studies related to bacterial infections[1][2][3].

IC50 & Target

β-lactam

 

Cellular Effect
Cell Line Type Value Description References
S2 IC50
1.57 mM
Compound: Cefamandole
TP_TRANSPORTER: inhibition of PGF2alpha in OAT2-S2 cells
TP_TRANSPORTER: inhibition of PGF2alpha in OAT2-S2 cells
[PMID: 12650826]
S2 IC50
3.18 mM
Compound: Cefamandole
TP_TRANSPORTER: inhibition of PGF2alpha in OAT2-S2 cells
TP_TRANSPORTER: inhibition of PGF2alpha in OAT2-S2 cells
[PMID: 12650826]
S2 IC50
450 μM
Compound: Cefamandole
TP_TRANSPORTER: inhibition of PAH uptake in OAT1-expressing S2 cells
TP_TRANSPORTER: inhibition of PAH uptake in OAT1-expressing S2 cells
[PMID: 12005172]
S2 IC50
90 μM
Compound: Cefamandole
TP_TRANSPORTER: inhibition of Estrone sulfate uptake in OAT3-expressing S2 cells
TP_TRANSPORTER: inhibition of Estrone sulfate uptake in OAT3-expressing S2 cells
[PMID: 12005172]
In Vitro

Cefamandole (30 μg/mL; 0, 1, 3, 6, 12 h) is hydrolyzed by beta-lactamases from Enterobacter cloacae, Serratia marcescens, and Proteus morganii, allowing bacterial growth to resume after hydrolysis is complete, while Pseudomonas aeruginosa grows despite cefamandole presence prior to hydrolysis[1].
Cefamandole (sodium) (0.12-64 μg/mL; 18 h) inhibits 90-100% of methicillin-susceptible S. aureus, group A and B streptococci, S. pneumoniae, N. gonorrhoeae, H. influenzae, and S. typhosa[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[3]

Cell Line: Methicillin-susceptible S. aureus, group A and B streptococci, S. pneumoniae, N. gonorrhoeae, H. influenzae, and S. typhosa
Concentration: 0.12, 0.25, 0.5, 1, 2, 4, 8, 16, 32, 16 μg/mL
Incubation Time: 18 h
Result: Inhibited 90-100% of methicillin-susceptible S. aureus, group A and B streptococci, S. pneumoniae, N. gonorrhoeae, H. influenzae, and S. typhosa at concentrations of 2 μg/mL or less, with variable activity against gram-negative rods including 70% of E. coli inhibited at 4 μg/mL and 80% of B. fragilis subsp. fragilis inhibited at 32 μg/mL.
In Vivo

Following subcutaneous administration of a single dose of cefamandole sodium (100 mg/kg) to male Long-Evans rats, a peak plasma concentration of 49 μg/mL is reached at 0.5 h, with a plasma half-life of 0.4 h[4].
Cefamandole (50 mg/kg; intravenous administration; single dose) exhibits free drug pharmacokinetic characteristics consistent with a two-compartment model in male Sprague-Dawley rats, with an elimination half-life of 21.6 min[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Sprague-Dawley (male, adult, 280-350 g, specific pathogen-free)[5]
Dosage: 50 mg/kg
Administration: i.v.; single dose
Result: Achieved an in vivo microdialysis recovery of 55.44% (n=6) at an infusion concentration of 1 μg/mL.
Fitted a two-compartment pharmacokinetic model with parameters: A = 148.4 ± 34.3 μg/mL, B = 16.9 ± 4.2 μg/mL, α = 0.11 ± 0.01 1/min, β = 0.033 ± 0.003 1/min, distribution half-life (t1/2,α) = 6.4 ± 0.5 min, elimination half-life (t1/2,β) = 21.6 ± 1.6 min, AUC = 1799.4 ± 254.7 μg min/mL, volume of distribution (Vd) = 372.2 ± 87.4 mL, clearance (Cl) = 30.5 ± 5.0 mL/min/kg, mean residence time (MRT) = 15.4 ± 1.1 min (n=5).
Molecular Weight

462.50

Formula

C18H18N6O5S2

CAS No.
SMILES

O=C(C(N12)=C(CSC3=NN=NN3C)CS[C@]2([H])[C@H](NC([C@H](O)C4=CC=CC=C4)=O)C1=O)O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation
References
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    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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