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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H21N7O6S2
Molecular Weight 519.554
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEFORANIDE

SMILES

NCC1=CC=CC=C1CC(=O)N[C@H]2[C@H]3SCC(CSC4=NN=NN4CC(O)=O)=C(N3C2=O)C(O)=O

InChI

InChIKey=SLAYUXIURFNXPG-CRAIPNDOSA-N
InChI=1S/C20H21N7O6S2/c21-6-11-4-2-1-3-10(11)5-13(28)22-15-17(31)27-16(19(32)33)12(8-34-18(15)27)9-35-20-23-24-25-26(20)7-14(29)30/h1-4,15,18H,5-9,21H2,(H,22,28)(H,29,30)(H,32,33)/t15-,18-/m1/s1

HIDE SMILES / InChI

Molecular Formula C20H21N7O6S2
Molecular Weight 519.554
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Ceforanide is a new cephalosporin with a longer elimination half-life than any currently available cephalosporin. Its activity is very similar to that of cefamandole, a second-generation cephalosporin, except that ceforanide is less active against most gram-positive organisms. The bactericidal activity of ceforanide results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Ceforanide is primarily indicated in conditions like bone and joint infection, endocarditis, respiratory tract infections, skin infections, surgical infections, urinary tract infection. Rash and pruritus, and nausea, vomiting and other mild gastrointestinal side effects were noted in a few of the subjects but were mild and transient.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
RADACEF
Curative
RADACEF
Curative
RADACEF
Curative
RADACEF
Curative
RADACEF
Curative
RADACEF

Cmax

ValueDoseCo-administeredAnalytePopulation
39 μg/mL
250 mg single, intravenous
CEFORANIDE serum
Homo sapiens
71 μg/mL
500 mg single, intravenous
CEFORANIDE serum
Homo sapiens
135 μg/mL
1000 mg single, intravenous
CEFORANIDE serum
Homo sapiens
21 μg/mL
250 mg single, intramuscular
CEFORANIDE serum
Homo sapiens
38 μg/mL
500 mg single, intramuscular
CEFORANIDE serum
Homo sapiens
69 μg/mL
1000 mg single, intramuscular
CEFORANIDE serum
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
1.28 μg × h/mL
250 mg single, intravenous
CEFORANIDE serum
Homo sapiens
227 μg × h/mL
500 mg single, intravenous
CEFORANIDE serum
Homo sapiens
398 μg × h/mL
1000 mg single, intravenous
CEFORANIDE serum
Homo sapiens
120 μg × h/mL
250 mg single, intramuscular
CEFORANIDE serum
Homo sapiens
241 μg × h/mL
500 mg single, intramuscular
CEFORANIDE serum
Homo sapiens
393 μg × h/mL
1000 mg single, intramuscular
CEFORANIDE serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
2.69 h
250 mg single, intravenous
CEFORANIDE serum
Homo sapiens
2.65 h
500 mg single, intravenous
CEFORANIDE serum
Homo sapiens
2.68 h
1000 mg single, intravenous
CEFORANIDE serum
Homo sapiens
3 h
250 mg single, intramuscular
CEFORANIDE serum
Homo sapiens
2.89 h
500 mg single, intramuscular
CEFORANIDE serum
Homo sapiens
2.78 h
1000 mg single, intramuscular
CEFORANIDE serum
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dose is 2-4 g/day in 2 divided doses, up to 12 g/day for severe infections.
Route of Administration: Other
In Vitro Use Guide
Ceforanide at 4 ug/ml, inhibited 62 strains and, at 8 ug/ml, all 63 strains of S. aureus. Furthermore, Ceforanide inhibited all strains of S. pneumoniae at 0.25 ug/ml, all strains of S. pyogenes at 0.5 ug/ml, and all strains of S. viridans at 4 ug/ml.
Substance Class Chemical
Record UNII
8M1YF8951V
Record Status Validated (UNII)
Record Version