Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C13H13N3O6S |
Molecular Weight | 339.324 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC#N)C(O)=O
InChI
InChIKey=RRYMAQUWDLIUPV-BXKDBHETSA-N
InChI=1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1
Molecular Formula | C13H13N3O6S |
Molecular Weight | 339.324 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Cephacetrile, a parenteral cephalosporin, is a broad-spectrum first generation cephalosporin antibiotic effective in Gram-positive and Gram-negative bacterial infections. It works by inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cephacetrile was used in the treatment of female pelvic inflammatory disease, meningitis and number of other systemic, respiratory and urinary infections.
Approval Year
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
122.2 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4479808/ |
15 mg/kg single, intravenous dose: 15 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
CEPHACETRILE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
71 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4479808/ |
15 mg/kg single, intravenous dose: 15 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
CEPHACETRILE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4479808/ |
15 mg/kg single, intravenous dose: 15 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
CEPHACETRILE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
PubMed
Title | Date | PubMed |
---|---|---|
Relationship among plasmids recovered from Staphylococcus aureus, milk leukocytes, and antimicrobial resistance. | 2001 Dec |
|
[Antimicrobial sensitivity of coagulase-positive staphylococcal strains isolated from bovine mastitis in the central dairy catchment area of Argentina ]. | 2002 Jul-Sep |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/950258
This pharmacokinetic investigation was based on the determination of serum and urinary levles of cephacetrile in 50 subjects given single intramuscular or intravenous doses of 0.5 or 1 gm of the antibiotic; 30 normal subjects, 10 patients with renal insufficiency, and 10 patients with chronic nephritis undergoing maintenance haemodialysis were included in this study.
Route of Administration:
Parenteral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4377
The MICs were 0.06 to 0.5 ug/ml for Group A Streptococcus, D. pneumoniae, and Staph. aureus, 4-6 ug/ml for E. coli and Klebsiella-Enterobacter 8-32 ug/ml for Pr. mirabilis and more than 500 ug/ml for Ps. aeruginosa. A few strains of Klebsiella and E. coli had MICs of more than 125 ug/ml.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:18:15 GMT 2023
by
admin
on
Fri Dec 15 16:18:15 GMT 2023
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Record UNII |
FDM21QQ344
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Record Status |
Validated (UNII)
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Record Version |
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WHO-VATC |
QJ51RD34
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NCI_THESAURUS |
C357
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WHO-VATC |
QJ51DB10
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WHO-VATC |
QJ01DB10
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WHO-ATC |
J01DB10
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91562
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524
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3007
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DTXSID0022779
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SUB06162MIG
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10206-21-0
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233-508-8
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C81037
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100000081375
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m1063
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FDM21QQ344
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CHEMBL2110602
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DB01414
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CEFACETRILE
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D002505
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