Page last updated: 2024-11-11

cefuzonam

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

Description

cefuzonam: article gives L-105 as synonym, however L 105 is a rifamycin derivative according to Chemline [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

cefuzonam : A second generation cephalosporin antibiotic. [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]

Cross-References

ID SourceID
PubMed CID6336505
CHEMBL ID1689069
CHEBI ID55488
SCHEMBL ID149484
MeSH IDM0142851

Synonyms (22)

Synonym
(6r,7r)-7-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CHEBI:55488 ,
7beta-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-3,4-didehydrocepham-4-carboxylic acid
cefuzonamum
cefuzonam
cefuzonam (inn)
82219-78-1
D03432
(6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(thiadiazol-5-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CHEMBL1689069
(-)-(6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-8-oxo-3-((1,2,3-thiadiazol-5-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7(sup 2)-(z)-(o-methyloxime)
860mt00t7t ,
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-3-((1,2,3-thiadiazol-5-ylthio)methyl)-, (6r-(6alpha,7beta(z)))-
unii-860mt00t7t
cefuzonam [inn]
cefuzonamum [latin]
AKOS016013940
cefuzonam [who-dd]
cefuzonam [mi]
cefuzonam [mart.]
SCHEMBL149484
DTXSID8048282

Research Excerpts

Effects

ExcerptReferenceRelevance
"Cefuzonam (CZON) which has a broad spectrum on both Gram-negative and Gram-positive bacteria including methicillin-resistant Staphylococcus aureus was evaluated in severe infections associated with hematological disorders. "( [Clinical evaluation of cefuzonam of severe infections in leukemia and related disorders].
Fujii, H; Kashima, K; Misawa, S; Nakagawa, H; Nishigaki, H; Okuda, T; Tanaka, S; Taniwaki, M; Tsuda, S; Yashige, H, 1990
)
2.03
"Cefuzonam (CZON) which has a broad spectrum on both Gram-negative and Gram-positive bacteria including methicillin-resistant Staphylococcus aureus was evaluated in severe infections associated with hematological disorders. "( [Clinical evaluation of cefuzonam of severe infections in leukemia and related disorders].
Fujii, H; Kashima, K; Misawa, S; Nakagawa, H; Nishigaki, H; Okuda, T; Tanaka, S; Taniwaki, M; Tsuda, S; Yashige, H, 1990
)
2.03

Pharmacokinetics

ExcerptReferenceRelevance
" Following one shot intravenous injection of CZON 1 g, a good distribution of the drug into tissues of uterus and uterine adnexa was observed, with Cmax values of 15."( [Pharmacokinetic, bacteriological and clinical studies on cefuzonam in the field of obstetrics and gynecology].
Arihiro, T; Hachiya, S; Hayashi, M; Hayashi, S; Koike, K; Morimoto, O; Obata, I; Tsuruoka, N; Yamato, T, 1987
)
0.52

Dosage Studied

Cefuzonam (CZON, L-105) was used clinically for the treatment of obstetrical and gynecological infections at a dosage of 1 g once or twice daily.

ExcerptRelevanceReference
"Cefuzonam (CZON, L-105) was used clinically for the treatment of obstetrical and gynecological infections at a dosage of 1 g once or twice daily by intravenous drip infusion."( [Clinical study of cefuzonam in the field of obstetrics and gynecology].
Fujiwara, A; Hara, T; Masaoka, T; Naito, H; Urabe, T; Yamanaka, S, 1988
)
2.05
" The CZON was administered in 3 or 4 divided doses at a daily dosage ranging from 58."( [Clinical evaluation of cefuzonam in children].
Mayumi, M; Mikawa, H; Mochizuki, Y; Ohkubo, H; Yoshida, A, 1987
)
0.58
"Analysis on serum concentrations of cefuzonam (CZON, L-105) in 7 children who received different doses of CZON revealed a dose-response relationship."( [Clinical studies of cefuzonam in the pediatric field].
Goto, Y; Kida, K; Matsuda, H; Murase, M, 1987
)
0.87
" Dosage levels per day were 50 to 80 mg/kg in most cases."( [Evaluation of cefuzonam in the pediatric field].
Chikaoka, H; Kamigaki, M; Koido, R; Matsumoto, K; Nakada, Y; Nakazawa, S; Narita, A; Sato, H; Suzuki, H, 1987
)
0.63
" after injection, and mean values of 3 groups with 10, 20 and 40 mg/kg dosing were 57."( [Pharmacokinetic and clinical studies of cefuzoname in the pediatric field].
Fujimoto, T; Koga, T; Motohiro, T; Nakano, M; Nishiyama, T; Shimada, Y; Takajo, N; Tominaga, K; Tomita, S; Yamashita, F, 1987
)
0.54
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
antibacterial drugA drug used to treat or prevent bacterial infections.
[role 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]

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]

Protein Targets (1)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (47)

Assay IDTitleYearJournalArticle
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]
AID1079949Proposed mechanism(s) of liver damage. [column 'MEC' in source]
AID587967Activity of Escherichia coli beta-lactamase Toho-1 G232A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587962Activity of Escherichia coli beta-lactamase Toho-1 N104A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587980Antibacterial activity against Escherichia coli AS226 carrying pBSDS237A mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079948Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' in source]
AID587966Activity of Escherichia coli beta-lactamase Toho-1 F160T mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079945Animal toxicity known. [column 'TOXIC' in source]
AID587961Activity of Escherichia coli wild type beta-lactamase Toho-1 assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079947Comments (NB not yet translated). [column 'COMMENTAIRES' in source]
AID587970Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 N104D mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587964Activity of Escherichia coli beta-lactamase Toho-1 D240A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587974Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 C69A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587969Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 N104A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587981Antibacterial activity against Escherichia coli AS226 carrying pBSDD240S mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587973Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 D240A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587965Activity of Escherichia coli beta-lactamase Toho-1 C69A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587963Activity of Escherichia coli beta-lactamase Toho-1 D240S mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587959Activity of Escherichia coli beta-lactamase Toho-1 N104D mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587975Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 F160T mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
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]
AID1079942Steatosis, proven histopathologically. Value is number of references indexed. [column 'STEAT' in source]
AID587985Antibacterial activity against Escherichia coli AS226 carrying pBSD6 mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
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]
AID1079943Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source]
AID587983Antibacterial activity against Escherichia coli AS226 carrying pBSDC69A mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
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]
AID587986Antibacterial activity against Escherichia coli AS226 after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079934Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source]
AID1079937Severe hepatitis, defined as possibly life-threatening liver failure or through clinical observations. Value is number of references indexed. [column 'MASS' in source]
AID587979Antibacterial activity against Escherichia coli AS226 carrying pBSDN104D mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079940Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source]
AID1079944Benign tumor, proven histopathologically. Value is number of references indexed. [column 'T.BEN' in source]
AID587978Antibacterial activity against Escherichia coli AS226 carrying pBSDN104A mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587960Activity of Escherichia coli beta-lactamase Toho-1 A237A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079932Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source]
AID587968Ratio of Kcat to Km for Escherichia coli wild type beta-lactamase Toho-1 assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587976Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 G232A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079946Presence of at least one case with successful reintroduction. [column 'REINT' in source]
AID587971Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 A237A mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID1079939Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' in source]
AID587984Antibacterial activity against Escherichia coli AS226 carrying pBSDF160T mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
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
AID587977Antibacterial activity against Escherichia coli AS226 carrying pBSD-H2 after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
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]
AID587982Antibacterial activity against Escherichia coli AS226 carrying pBSDD240A mutant after 18 hrs by broth microdilution method2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
AID587972Ratio of Kcat to Km for Escherichia coli beta-lactamase Toho-1 D240S mutant assessed as compound hydrolysis by spectrophotometry2011Antimicrobial agents and chemotherapy, Jan, Volume: 55, Issue:1
Roles of residues Cys69, Asn104, Phe160, Gly232, Ser237, and Asp240 in extended-spectrum beta-lactamase Toho-1.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (85)

TimeframeStudies, This Drug (%)All Drugs %
pre-199052 (61.18)18.7374
1990's30 (35.29)18.2507
2000's1 (1.18)29.6817
2010's1 (1.18)24.3611
2020's1 (1.18)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 15.12

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 Index15.12 (24.57)
Research Supply Index4.58 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (15.12)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials9 (10.23%)5.53%
Reviews2 (2.27%)6.00%
Case Studies14 (15.91%)4.05%
Observational0 (0.00%)0.25%
Other63 (71.59%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]