cefbuperazone: RN given refers to parent cpd(6R-(6alpha,7alpha,7(2R*,3S*)))-isomer; structure
cefbuperazone : A second-generation cephamycin antibiotic having [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl and {N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-D-threonyl}amino side groups located at positions 3 and 7beta respectively.
ID Source | ID |
---|---|
PubMed CID | 127527 |
CHEMBL ID | 1908372 |
CHEBI ID | 135856 |
SCHEMBL ID | 49833 |
MeSH ID | M0109887 |
Synonym |
---|
bmy-25182 |
76610-84-9 |
D03423 |
cefbuperazone (usan/inn) |
cbpz |
cefbuperazone |
cefbuperazone [usan:inn] |
t-1982 |
bmy 25182 |
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((2-(((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)-3-hydroxy-1-oxobutyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r-(6alpha,7alpha,7(2r*,3s*)))- |
cefbuperzaone |
cefbuperazona [spanish] |
cefbuperazonum [latin] |
cerbuperazone [french] |
(6r,7s)-7-((2r,3s)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-3-hydroxybutyramido)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid |
cefbuperazonum |
cefbuperazona |
(7s)-7-({n-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-d-threonyl}amino)-7-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid |
(6r,7s)-7-({n-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-d-threonyl}amino)-7-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
cerbuperazone |
CHEBI:135856 |
2,4-bis[(diaminomethylidene)amino]-3,5,6-trihydroxycyclohexyl dihydrogen phosphate |
(6r,7s)-7-[[(2r,3s)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-3-hydroxybutanoyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
t0785j3x40 , |
unii-t0785j3x40 |
CHEMBL1908372 |
AKOS015900594 |
cefbuperazone [mart.] |
cefbuperazone [mi] |
cefbuperazone [who-dd] |
(6r,7s)-7-[(2r,3s)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-3-hydroxybutyramido]-7-methoxy-3-[[(1-methyl-1h-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((2-(((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)-3-hydroxy-1-oxobutyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r-(6.alpha.,7.alpha.,7(2r*,3s*)))- |
cefbuperazone [inn] |
cefbuperazone [usan] |
SCHEMBL49833 |
AC-8179 |
(7s)-7-((2r,3s)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-3-hydroxybutanamido)-7-methoxy-3-((1-methyl-1h-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
BCP16025 |
Q5057221 |
DB13638 |
gtpl12253 |
NCGC00507774-01 |
DTXSID701024595 |
Excerpt | Reference | Relevance |
---|---|---|
"Cefbuperazone did not inhibit Acinetobacter or Pseudomonas species." | ( The activity of cefbuperazone, a 7 alpha-methoxy 7 beta acyl ureido cephalosporin. Chin, NX; Labthavikul, P; Neu, HC, 1985) | 1.34 |
Study was carried out using an experimental biliary infection model. The method was successfully applied to a pharmacokinetic study of cefbuperazone in healthy Chinese volunteers.
Excerpt | Reference | Relevance |
---|---|---|
"A study was carried out using an experimental biliary infection model to investigate the pharmacokinetic characteristics and therapeutic effect of cefbuperazone in the rabbit." | ( Experimental studies on the pharmacokinetics and therapeutic effect of cefbuperazone in biliary infection. Amemiya, K; Asano, T; Kameyama, J; Kaneda, N; Murakami, N; Senda, H; Tsukamoto, M, 1989) | 0.71 |
" The simulation curve and pharmacokinetic parameters by one-compartment open model were appropriate for CBPZ levels in the pelvic dead space exudate." | ( [Pharmacokinetic studies of cefbuperazone in the field of gynecology]. Seiga, K; Sugiyama, Y, 1984) | 0.56 |
Excerpt | Relevance | Reference |
---|---|---|
" CBPZ was infused by an intravenous drip method at a dosage of 4-8 g daily." | ( [Efficacy and safety of cefbuperazone in severe infections complicating hematologic diseases Hanshin Infection Study Group]. Horiuchi, A; Kageyama, T; Kawagoe, H; Kitani, T; Masaoka, T; Nagai, K; Ohyabu, H; Shibata, H; Yasunaga, K; Yonezawa, T, 1988) | 0.58 |
" Dose-response was observed." | ( [Laboratory and clinical studies of T-1982 (cefbuperazone) in pediatric infectious diseases]. Aso, K; Kuno, K; Miyachi, Y; Nakashima, T; Ogawa, A; Yafuso, M, 1983) | 0.53 |
Class | Description |
---|---|
peptide | Amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. X = OH, OR, NH2, NHR, etc. |
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 |
---|---|---|---|---|
AID1079948 | Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' in source] | |||
AID1079932 | Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source] | |||
AID1079946 | Presence of at least one case with successful reintroduction. [column 'REINT' in source] | |||
AID534391 | Antibacterial activity against Escherichia coli JM109 by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | KHM-1, a novel plasmid-mediated metallo-beta-lactamase from a Citrobacter freundii clinical isolate. |
AID1079943 | Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source] | |||
AID1079940 | Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source] | |||
AID1079939 | Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' 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] | |||
AID534388 | Antibacterial activity against Escherichia coli JM109 harboring recombinant pKHM-1 by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | KHM-1, a novel plasmid-mediated metallo-beta-lactamase from a Citrobacter freundii clinical isolate. |
AID1079949 | Proposed mechanism(s) of liver damage. [column 'MEC' in source] | |||
AID534385 | Antibacterial activity against Escherichia coli K-12 W1895 by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | KHM-1, a novel plasmid-mediated metallo-beta-lactamase from a Citrobacter freundii clinical isolate. |
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] | |||
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] | |||
AID1079945 | Animal toxicity known. [column 'TOXIC' in source] | |||
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 | |||
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] | |||
AID1079934 | Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source] | |||
AID1079947 | Comments (NB not yet translated). [column 'COMMENTAIRES' in source] | |||
AID1079937 | Severe hepatitis, defined as possibly life-threatening liver failure or through clinical observations. Value is number of references indexed. [column 'MASS' 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] | |||
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] | |||
AID534382 | Antibacterial activity against Escherichia coli K-12 W1895 transconjugant harboring pCF243 by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | KHM-1, a novel plasmid-mediated metallo-beta-lactamase from a Citrobacter freundii clinical isolate. |
AID534379 | Antibacterial activity against Citrobacter freundii KHM243 clinical isolate by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | KHM-1, a novel plasmid-mediated metallo-beta-lactamase from a Citrobacter freundii clinical isolate. |
[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 (90.11) | 18.7374 |
1990's | 7 (7.69) | 18.2507 |
2000's | 1 (1.10) | 29.6817 |
2010's | 1 (1.10) | 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 (21.21) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 5 (5.43%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 3 (3.26%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 84 (91.30%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |