Cephacetrile: A derivative of 7-aminocephalosporanic acid. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
ID Source | ID |
---|---|
PubMed CID | 91562 |
CHEMBL ID | 2110602 |
CHEBI ID | 135437 |
SCHEMBL ID | 141792 |
MeSH ID | M0003817 |
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 |
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.
Excerpt | Reference | Relevance |
---|---|---|
"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 |
Excerpt | Relevance | Reference |
---|---|---|
" 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 |
Class | Description |
---|---|
cephalosporin | A 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] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1079931 | Moderate 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] | |||
AID1079945 | Animal toxicity known. [column 'TOXIC' in source] | |||
AID1079938 | Chronic 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] | |||
AID1136476 | Antibacterial activity against Pseudomonas aeruginosa after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1079935 | Cytolytic 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] | |||
AID1079944 | Benign tumor, proven histopathologically. Value is number of references indexed. [column 'T.BEN' in source] | |||
AID1079942 | Steatosis, proven histopathologically. Value is number of references indexed. [column 'STEAT' in source] | |||
AID1079936 | Choleostatic 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] | |||
AID1136472 | Antibacterial activity against Salmonella paratyphi ATCC 12176 after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1079934 | Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source] | |||
AID1136473 | Antibacterial activity against Shigella paradysenteriae HH 117 after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1079933 | Acute 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 | |||
AID1079937 | Severe hepatitis, defined as possibly life-threatening liver failure or through clinical observations. Value is number of references indexed. [column 'MASS' in source] | |||
AID1136475 | Antibacterial activity against Streptococcus faecalis after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1079946 | Presence of at least one case with successful reintroduction. [column 'REINT' in source] | |||
AID1079947 | Comments (NB not yet translated). [column 'COMMENTAIRES' in source] | |||
AID1079943 | Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source] | |||
AID1079941 | Liver damage due to vascular disease: peliosis hepatitis, hepatic veno-occlusive disease, Budd-Chiari syndrome. Value is number of references indexed. [column 'VASC' in source] | |||
AID1136469 | Antibacterial activity against penicillin G-resistant Staphylococcus aureus HH 127 after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1079932 | Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source] | |||
AID1079948 | Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' in source] | |||
AID1079940 | Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source] | |||
AID1136471 | Antibacterial activity against Klebsiella pneumoniae 4200 after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1136474 | Antibacterial activity against Enterobacter aerogenes ATCC 13048 after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1136470 | Antibacterial activity against Escherichia coli 12140 after overnight incubation by twofold agar dilution method | 1977 | Journal 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. |
AID1079939 | Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' in source] | |||
AID1136477 | Antibacterial activity against Escherichia coli 12140 infected in sc dosed mouse assessed as mouse survival after 3 days | 1977 | Journal 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. |
AID1079949 | Proposed 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 82 (98.80) | 18.7374 |
1990's | 1 (1.20) | 18.2507 |
2000's | 0 (0.00) | 29.6817 |
2010's | 0 (0.00) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (29.32) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 10 (11.24%) | 5.53% |
Reviews | 6 (6.74%) | 6.00% |
Case Studies | 5 (5.62%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 68 (76.40%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |