Page last updated: 2024-12-07

cephacetrile

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Cephacetrile: A derivative of 7-aminocephalosporanic acid. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID91562
CHEMBL ID2110602
CHEBI ID135437
SCHEMBL ID141792
MeSH IDM0003817

Synonyms (45)

Synonym
(6r,7r)-3-[(acetyloxy)methyl]-7-[(cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
10206-21-0
cephacetrile
cefacetrile (inn)
vetrimast [veterinary] (tn)
D07629
cefacetrile
DB01414
celospor
7-cyanacetylamino-cephalosporansaeure
7-(2-cyanacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carboxylat acetat (ester)
cefacetrilo [inn-spanish]
einecs 233-508-8
(6r,7r)-3-acetoxymethyl-7-(2-cyanacetamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
cefacetrilum [inn-latin]
CHEBI:135437
(6r,7r)-3-(acetyloxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
fdm21qq344 ,
cefacetrile [inn:ban]
cefacetrilum
cefacetrilo
unii-fdm21qq344
cephacetrile [mi]
cefacetrile [inn]
cefacetrile [who-dd]
SCHEMBL141792
CHEMBL2110602
vetrimast
RRYMAQUWDLIUPV-BXKDBHETSA-N
cephacetril
DTXSID0022779
(6r,7r)-3-[(acetyloxy)methyl]-7-(2-cyanoacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
J-000558
AKOS030240997
(6r,7r)-3-(acetoxymethyl)-7-(2-cyanoacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
2,4,6-trimethoxycinnamicacid
Q4919176
NCGC00510891-01
cefacetrile 100 microg/ml in acetonitrile
gtpl12192
CS-0017597
HY-A0253
AT37995
(6r,7r)-3-(acetoxymethyl)-7-(2-cyanoacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid
7-cyanoacetamidocephalosporanic acid

Research Excerpts

Pharmacokinetics

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.

ExcerptReferenceRelevance
"A review is given on the pharmacokinetic characteristics of some cephalosporin antibiotics."( On the pharmacokinetics of cephalosporin antibiotics.
Andersson, KE, 1978
)
0.26
" The biological half-life of SBPC in the serum was shortened in pretreatment with GM and prolonged in posttreatment with GM, while that of GM did not vary in pre- or post-treatment with SBPC."( [Fundamental studies on combination of antibiotics; especially on pharmacokinetics. I. Combination of gentamicin with sulbenicillin or cephacetrile (author's transl)].
Aratani, H; Nakatsuka, M, 1976
)
0.46

Dosage Studied

ExcerptRelevanceReference
" The results obtained confirm that, for cephalosporins, the dosage schedule should be adjusted taking into account the potency of the drug (MIC) and its rate of elimination."( [Correlation between antibacterial activity of some cephalosporins and pharmacokinetic properties "in vitro" (author's transl)].
de Carneri, I; Grasso, S; Meinardi, G; Tamassia, V, 1979
)
0.26
"A rapid and accurate quantitative determination of cephacetrile in finished bulk and dosage forms is reported."( High-performance liquid chromatographic determination of cephacetrile.
Bortesi, F; Di Bitetto, M; Grisanti, G; Mangia, A; Silingardi, S, 1979
)
0.76
" in different dosages (1000, 2000, 3000 and 5000 mg/kg/day; dosage interval: 12 h) over a period of five days."( [Experimental studies on the renal tolerance of cefuroxime (author's transl)].
Kaiser, U; Sack, K; Züllich, B, 1977
)
0.26
" In addition, dosing of the labeled antibiotic for 7 days caused no increase in tissue levels of radioactivity."( Metabolic fate of cephacetrile after parenteral administration in rats and rabbits.
Fugono, T; Kanai, Y; Nakai, Y; Tanayama, S, 1976
)
0.59
" These data constitute true dosage schemes adapted to the particular case of each patient according to his kidney function."( Cephacetrile--application of pharmacokinetic data to dosage determination.
Brandt, C; Brogard, JM; Dorner, M; Lavillaureix, J, 1976
)
1.7
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
cephalosporinA class of beta-lactam antibiotics differing from the penicillins in having a 6-membered, rather than a 5-membered, side ring. Although cephalosporins are among the most commonly used antibiotics in the treatment of routine infections, and their use is increasing over time, they can cause a range of hypersensitivity reactions, from mild, delayed-onset cutaneous reactions to life-threatening anaphylaxis in patients with immunoglobulin E (IgE)-mediated allergy.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID1079931Moderate liver toxicity, defined via clinical-chemistry results: ALT or AST serum activity 6 times the normal upper limit (N) or alkaline phosphatase serum activity of 1.7 N. Value is number of references indexed. [column 'BIOL' in source]
AID1079945Animal toxicity known. [column 'TOXIC' in source]
AID1079938Chronic liver disease either proven histopathologically, or through a chonic elevation of serum amino-transferase activity after 6 months. Value is number of references indexed. [column 'CHRON' in source]
AID1136476Antibacterial activity against Pseudomonas aeruginosa after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1079935Cytolytic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is > 5 (see ACUTE). Value is number of references indexed. [column 'CYTOL' in source]
AID1079944Benign tumor, proven histopathologically. Value is number of references indexed. [column 'T.BEN' in source]
AID1079942Steatosis, proven histopathologically. Value is number of references indexed. [column 'STEAT' in source]
AID1079936Choleostatic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is < 2 (see ACUTE). Value is number of references indexed. [column 'CHOLE' in source]
AID1136472Antibacterial activity against Salmonella paratyphi ATCC 12176 after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1079934Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source]
AID1136473Antibacterial activity against Shigella paradysenteriae HH 117 after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1079933Acute liver toxicity defined via clinical observations and clear clinical-chemistry results: serum ALT or AST activity > 6 N or serum alkaline phosphatases activity > 1.7 N. This category includes cytolytic, choleostatic and mixed liver toxicity. Value is
AID1079937Severe hepatitis, defined as possibly life-threatening liver failure or through clinical observations. Value is number of references indexed. [column 'MASS' in source]
AID1136475Antibacterial activity against Streptococcus faecalis after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1079946Presence of at least one case with successful reintroduction. [column 'REINT' in source]
AID1079947Comments (NB not yet translated). [column 'COMMENTAIRES' in source]
AID1079943Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source]
AID1079941Liver damage due to vascular disease: peliosis hepatitis, hepatic veno-occlusive disease, Budd-Chiari syndrome. Value is number of references indexed. [column 'VASC' in source]
AID1136469Antibacterial activity against penicillin G-resistant Staphylococcus aureus HH 127 after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1079932Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source]
AID1079948Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' in source]
AID1079940Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source]
AID1136471Antibacterial activity against Klebsiella pneumoniae 4200 after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1136474Antibacterial activity against Enterobacter aerogenes ATCC 13048 after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1136470Antibacterial activity against Escherichia coli 12140 after overnight incubation by twofold agar dilution method1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1079939Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' in source]
AID1136477Antibacterial activity against Escherichia coli 12140 infected in sc dosed mouse assessed as mouse survival after 3 days1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones.
AID1079949Proposed mechanism(s) of liver damage. [column 'MEC' in source]
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (83)

TimeframeStudies, This Drug (%)All Drugs %
pre-199082 (98.80)18.7374
1990's1 (1.20)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 29.32

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index29.32 (24.57)
Research Supply Index4.61 (2.92)
Research Growth Index4.25 (4.65)
Search Engine Demand Index39.34 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (29.32)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials10 (11.24%)5.53%
Reviews6 (6.74%)6.00%
Case Studies5 (5.62%)4.05%
Observational0 (0.00%)0.25%
Other68 (76.40%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]