Page last updated: 2024-12-11

desacetylcefotaxime

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Description

desacetylcefotaxime: RN given refers to parent cpd (6R-(6alpha,7alpha(Z)))-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9576239
SCHEMBL ID5679450
MeSH IDM0093481

Synonyms (22)

Synonym
deacetylcefotaxime
desacetylcefotaxime
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(hydroxymethyl)-8-oxo-, (6r-(6alpha,7beta(z)))-
66340-28-1
unii-6e65o1y1p8
6e65o1y1p8 ,
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(hydroxymethyl)-8-oxo-, (6r,7r)-
3-desacetyl cefotaxime
SCHEMBL5679450
(6r,7r)-7-(((2z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetyl)amino)-3-(hydroxymethyl)-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-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(hydroxymethyl)-8-oxo-, (6r-(6.alpha.,7.beta.(z)))-
3-desacetylcefotaxime
deacetylcefotaxime [usp impurity]
cefotaxime sodium impurity b [ep impurity]
cefotaxime impurity b [ep impurity]
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl)amino)-3-(hydroxymethyl)-8-oxo-, (6r,7r)-
(6r,7r)-7-{[(2z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6r,7r)-7-((z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
DTXSID801315709
CS-0090612
HY-126129

Research Excerpts

Pharmacokinetics

A study of the pharmacokinetic parameters of cefotaxime (CTX) and desacetylcefotaxIME (dCTX), was conducted. The former is commonly used for neonatal infections. The purpose of the study was to compare cefoxitin, ceftetan, ceftizoxime and CT/DACT (1:1 ratio)

ExcerptReferenceRelevance
" The purpose of the study was to compare cefoxitin, cefotetan, ceftizoxime, cefotaxime (CT), desacetylcefotaxime (DACT), and CT/DACT (1:1 ratio) by integrating their microbiologic activity against clinical isolates of Bacteroides fragilis with their pharmacokinetic properties."( Evaluation of cephalosporins/cephamycins with antianaerobic activity by integrating microbiologic and pharmacokinetic properties.
Del Bene, VE; Friedrich, LV; Kays, MB; White, RL,
)
0.13
" Both the CTX fraction nonrenally cleared and elimination half-life increased with decreasing renal function."( Pharmacokinetics of cefotaxime and its active metabolite in children with renal dysfunction.
Hubbard, JW; Mahan, JD; Mentser, MA; Nahata, MC; Paap, CM; Puri, SK, 1991
)
0.28
" A significant inverse relationship was found between gestational age and the elimination half-life of CTX, and the AUC of both CTX and DCTX."( Pharmacokinetics of cefotaxime in preterm infants.
Chretien, P; Gouyon, JB; Kazmierczak, A; Pechinot, A; Safran, C; Sandre, D, 1990
)
0.28
"A study of the pharmacokinetic parameters of cefotaxime (CTX) and desacetylcefotaxime (dCTX) in newborns was conducted; the former is commonly used for neonatal infections."( Pharmacokinetics of cefotaxime and desacetylcefotaxime in the newborn.
Aujard, Y; Brion, F; Chretien, P; Criqui, C; Jacqz-Aigrain, E; Kasse, MC; Mathieu, H,
)
0.13
"Over the past 5 yr, we have conducted two clinical and two pharmacokinetic investigations of cefotaxime (CTX) and desacetylcefotaxime (dCTX) in neonates, infants, and children."( Cefotaxime and desacetylcefotaxime in neonates and children: a review of microbiologic, pharmacokinetic, and clinical experience.
Jacobs, RF; Kearns, GL,
)
0.13
" The beta-elimination half-life was 17 min with Cls of 13."( Disposition of cefotaxime and its metabolite, desacetylcefotaxime, in rat: application of a pharmacokinetic-protein binding model.
Bourne, DW; Hakim, L; Triggs, EJ, 1989
)
0.28
" After dosing cefotaxime and its metabolite by high performance liquid chromatography, the pharmacokinetic parameters were calculated, especially: plasma and renal clearance, volume of distribution at steady state, area under the curve, and elimination half-life."( [Influence of fever on cefotaxime pharmacokinetics].
Albin, H; Aubertin, J; Demotes-Mainard, F; Gin, H; Ragnaud, JM; Vincon, G, 1988
)
0.27
"The aim of the study was to investigate the pharmacokinetic modelling of Cefotaxime (CTX) and its main metabolite Desacetyl Cefotaxime (DCTX) which has a less antibacterial activity than the CTX."( Pharmacokinetics of cefotaxime and its desacetyl metabolite in plasma and in cerebrospinal fluid.
Aiache, JM; Beyssac, E; Cardot, JM; Colnet, G; Sirot, J,
)
0.13
" Model-dependent and noncompartmental pharmacokinetic parameters were determined and were found to be congruous."( Cefotaxime and desacetylcefotaxime pharmacokinetics in infants and children with meningitis.
Brown, AL; Jacobs, RF; Kearns, GL; Kluza, RB; Trang, JM; Underwood, FL; Wells, TG, 1985
)
0.27
"A scarcity of pharmacokinetic data are available on cefotaxime in the obstetric patient."( Pharmacokinetics of cefotaxime in the postpartum patient.
Cleary, TG; Cotton, DB; Feldman, S; Gonik, B; Pickering, LK, 1985
)
0.27
" Its pharmacokinetic property includes a small volume of distribution with low protein binding."( Pharmacokinetics of cefotaxime in healthy volunteers and patients.
Nicolau, DP; Nightingale, CH; Patel, KB; Quintiliani, R,
)
0.13
" Application of pharmacodynamics requires an integration of the pharmacokinetic and in vitro properties of the agent."( Pharmacodynamic (kinetic) considerations in the treatment of moderately severe infections with cefotaxime.
Turnidge, JD,
)
0.13
" When the impact of development on CTX and dCTX disposition is considered, it is apparent that age-appropriate pharmacokinetic data can be used to individualize CTX dosing regimens according to age."( Pharmacokinetics of cefotaxime and desacetylcefotaxime in the young.
Kearns, GL; Young, RA,
)
0.13
" The stability and predictive performance of the final population pharmacokinetic model was assessed using 200 bootstrap samples of the original data."( Pharmacokinetic modelling of cefotaxime and desacetylcefotaxime--a population study in 25 elderly patients.
Barre, J; Bouvier D'yvoire, M; Druguet, M; Laurent, N; Maire, P; Urien, S, 2004
)
0.32
"Rational dosing of antibiotics in neonates should be based on pharmacokinetic (PK) parameters assessed in specific populations."( Microanalysis of beta-lactam antibiotics and vancomycin in plasma for pharmacokinetic studies in neonates.
Ahsman, MJ; Mathot, RA; Tibboel, D; Wildschut, ED, 2009
)
0.35
"Extracorporeal membrane oxygenation (ECMO) is used to temporarily sustain cardiac and respiratory function in critically ill infants but can cause pharmacokinetic changes necessitating dose modifications."( Pharmacokinetics of cefotaxime and desacetylcefotaxime in infants during extracorporeal membrane oxygenation.
Ahsman, MJ; Mathot, RA; Tibboel, D; Wildschut, ED, 2010
)
0.36

Compound-Compound Interactions

ExcerptReferenceRelevance
"We evaluated cefotaxime (CTX) alone and in combination with its metabolite, desacetylcefotaxime (dCTX) against strains of Staphylococcus aureus that produce the four recognized variants of staphylococcal beta-lactamase and a beta-lactamase-producing isolate characterized by the expression of borderline resistance to methicillin."( Evaluation of cefotaxime alone and in combination with desacetylcefotaxime against strains of Staphylococcus aureus that produce variants of staphylococcal beta-lactamase.
Eades, SC; Kernodle, DS; Stratton, CW; Weeks, LS,
)
0.13

Bioavailability

ExcerptReferenceRelevance
"Cefotaxime was well absorbed and therapeutic serum concentrations were achieved after intraperitoneal administration."( Cefotaxime and metabolite disposition in two pediatric continuous ambulatory peritoneal dialysis patients.
Hubbard, JA; Mahan, JD; Mentser, MA; Nahata, MC; Paap, CM; Puri, SK, 1992
)
0.28
" Cefotaxime administered intramuscularly was well absorbed from the injection site (91% +/- 19%) and produced maximal levels of 25."( The pharmacokinetics of cefotaxime and its metabolites in subjects with normal and impaired renal function.
Fillastre, JP; Godin, M; Humbert, G; Ings, RM; Leroy, A,
)
0.13

Dosage Studied

Cefotaxime and its metabolite desacetylcefotaxim followed biphasic decays. VTss and AUC of 127 ml/kg and 8.8ml/kg respectively. High activity of cephalosporin alone must be considered in reestablishing correct dosing.

ExcerptRelevanceReference
" Further studies are needed to establish appropriate intraperitoneal dosing guidelines of cefotaxime in pediatric CAPD patients."( Cefotaxime and metabolite disposition in two pediatric continuous ambulatory peritoneal dialysis patients.
Hubbard, JA; Mahan, JD; Mentser, MA; Nahata, MC; Paap, CM; Puri, SK, 1992
)
0.28
" As estimates of pharmacodynamic activity, time below the MIC (T less than MIC) and percentage of the dosing interval below the MIC (% INT less than MIC) were calculated for individual isolates using total and unbound serum concentrations."( Evaluation of cephalosporins/cephamycins with antianaerobic activity by integrating microbiologic and pharmacokinetic properties.
Del Bene, VE; Friedrich, LV; Kays, MB; White, RL,
)
0.13
" With increasing time following cefotaxime dosing there was a significant increase in the abscess:plasma concentration ratio of desacetylcefotaxime."( Penetration of cefotaxime and desacetylcefotaxime into brain abscesses in humans.
Arneborn, P; Cars, O; Eriksson, N; Sjölin, J, 1991
)
0.28
" Modest accumulation of cefotaxime in patients with severe hepatic impairment is unlikely to produce toxicity because of its high therapeutic index, and dosing modifications may not be required."( Pharmacokinetics of cefotaxime and desacetylcefotaxime in patients with liver disease.
Akriviadis, E; Appleman, M; Cohen, JL; Ko, RJ; Koda, RT; Nichols, S; Runyon, B; Sattler, FR, 1991
)
0.28
" The results of this study indicate that dosage adjustment may be necessary for CTX in children with renal dysfunction."( Pharmacokinetics of cefotaxime and its active metabolite in children with renal dysfunction.
Hubbard, JW; Mahan, JD; Mentser, MA; Nahata, MC; Paap, CM; Puri, SK, 1991
)
0.28
" After dosing cefotaxime and its metabolite by high performance liquid chromatography, the pharmacokinetic parameters were calculated, especially: plasma and renal clearance, volume of distribution at steady state, area under the curve, and elimination half-life."( [Influence of fever on cefotaxime pharmacokinetics].
Albin, H; Aubertin, J; Demotes-Mainard, F; Gin, H; Ragnaud, JM; Vincon, G, 1988
)
0.27
" The slower elimination of cefotaxime in patients over 80 years of age may allow reduction in the dose without jeopardizing the efficacy of therapy, whereas in patients under 80 years of age the normal dosage is required."( Pharmacokinetics of cefotaxime and desacetylcefotaxime in elderly patients.
Csiba, A; Graber, H; Ludwig, E; Székely, E, 1988
)
0.27
" Dosage regimens for the use of cefotaxime in patients with renal impairment are proposed."( Cefotaxime and desacetyl cefotaxime kinetics in renal impairment.
Abraham, PA; Halstenson, CE; Keane, WF; Matzke, GR, 1985
)
0.27
"5 micrograms/ml for the 1- and 2-gm dosage regimens, respectively."( Pharmacokinetics of cefotaxime in the postpartum patient.
Cleary, TG; Cotton, DB; Feldman, S; Gonik, B; Pickering, LK, 1985
)
0.27
" It is possible that the major advance of CTX and CTZ pertains to their ability to kill many organisms at extremely low concentrations, allowing for monotherapy with low and infrequent dosing, which is very cost-effective in comparison with high and more frequent dosing required by older agents or with antibiotic combinations."( Comparative pharmacokinetics of cefotaxime and ceftizoxime and the role of desacetylcefotaxime in the antibacterial activity of cefotaxime.
Nightingale, CH; Quintiliani, R; Tilton, R, 1984
)
0.27
" Recommendations are made for the adjustment of dosing schedules in patients with renal failure."( The pharmacokinetics of cefotaxime and its metabolites in subjects with normal and impaired renal function.
Fillastre, JP; Godin, M; Humbert, G; Ings, RM; Leroy, A,
)
0.13
" The method described presents the following advantages: a fast extraction and efficient deproteinization of serum samples are achieved with Sep-Pak cartridges; the mobile phase is a mixture of methanol - bidistilled water - acetic acid which permits the simultaneous dosage of Ctx and D-Ctx under the same chromatographic process."( [Technic for assaying cefotaxime and desacetylcefotaxime in serum by high performance liquid chromatography].
Boyer, M; Cluzel, R; Sirot, J, 1984
)
0.27
" The concentrations of both the parent compound and the metabolite 3 h after the infusion suggest that, considering the activity and half life of both the dosing might be spaced at 6-8 h intervals."( Concentrations of cefotaxime and the desacetyl metabolite in serum and CSF of patients with meningitis.
Cherubin, CE; Humbert, G; Leroy, A; Nair, SR, 1984
)
0.27
" The high activity of cefotaxime alone and the contributions of desacetylcefotaxime to the drug's total antimicrobial value must be considered in reestablishing correct dosing of this "third-generation" cephalosporin."( Cefotaxime and desacetylcefotaxime antimicrobial interactions. The clinical relevance of enhanced activity: a review.
Jones, RN,
)
0.13
" The half-life of cefotaxime and its metabolite is altered in patients with severe renal dysfunction requiring dosage adjustment."( Pharmacokinetics of cefotaxime in healthy volunteers and patients.
Nicolau, DP; Nightingale, CH; Patel, KB; Quintiliani, R,
)
0.13
" For bacteria to have no postantibiotic effect, plasma levels need to exceed the MIC for the whole of the dosing interval to achieve maximum killing at the site of infection."( Pharmacodynamic (kinetic) considerations in the treatment of moderately severe infections with cefotaxime.
Turnidge, JD,
)
0.13
" When the impact of development on CTX and dCTX disposition is considered, it is apparent that age-appropriate pharmacokinetic data can be used to individualize CTX dosing regimens according to age."( Pharmacokinetics of cefotaxime and desacetylcefotaxime in the young.
Kearns, GL; Young, RA,
)
0.13
" Dosage of 40 mg/kg of body weight given IV every 4 to 6 hours for neonatal foals with gram-negative septicemia and every 2 hours for foals with meningitis is recommended for further study."( Pharmacokinetics of cefotaxime in neonatal pony foals.
Divers, TJ; Gardner, SY; Sweeney, RW, 1993
)
0.29
" A HPLC method was developed for determination of both antibiotics in ocular aqueous humor and plasma in order to optimize dosage for safe surpassing minimal inhibitory concentration in the humor compartment."( Simultaneous quantification of cefotaxime, desacetylcefotaxime, ofloxacine and ciprofloxacine in ocular aqueous humor and in plasma by high-performance liquid chromatography.
Breithaupt, A; Breithaupt, H; Gehrke, R; Kraemer, HJ, 1997
)
0.3
"Rational dosing of antibiotics in neonates should be based on pharmacokinetic (PK) parameters assessed in specific populations."( Microanalysis of beta-lactam antibiotics and vancomycin in plasma for pharmacokinetic studies in neonates.
Ahsman, MJ; Mathot, RA; Tibboel, D; Wildschut, ED, 2009
)
0.35
" A dosing regimen of 1,000 mg of CTX given four times daily is likely to achieve adequate plasma levels in patients with AKI treated with CVVH."( Pilot Study of the Pharmacokinetics of Cefotaxime in Critically Ill Patients with Acute Kidney Injury Treated with Continuous Renal Replacement Therapy.
Koedijk, JB; Mulder, PG; Rijpstra, TA; Touw, DJ; Valk-Swinkels, CG; van 't Veer, NE; van der Meer, NJ; van der Voort, PH, 2016
)
0.43
" The bioanalytical method was applied for the quantification of cefotaxime and its metabolite to 20 capillary microsamples collected at five time points in one dosing interval from five critically ill children."( Development and validation of a UHPLC-MS/MS method to measure cefotaxime and metabolite desacetylcefotaxime in blood plasma: a pilot study suitable for capillary microsampling in critically ill children.
Coulthard, MG; Dorofaeff, T; Guerra Valero, YC; Lipman, J; Parker, SL; Roberts, JA; Sparkes, L; Wallis, SC, 2021
)
0.62
"To describe the population pharmacokinetics of cefotaxime and desacetylcefotaxime in critically ill paediatric patients and provide dosing recommendations."( Optimal dosing of cefotaxime and desacetylcefotaxime for critically ill paediatric patients. Can we use microsampling?
Coulthard, MG; Dorofaeff, T; Guerra Valero, YC; Lipman, J; Parker, SL; Roberts, JA; Sparkes, L; Wallis, SC, 2022
)
0.72
" Monte Carlo dosing simulations were tested using a range of estimated glomerular filtration rates (60, 100, 170 and 200 mL/min/1."( Optimal dosing of cefotaxime and desacetylcefotaxime for critically ill paediatric patients. Can we use microsampling?
Coulthard, MG; Dorofaeff, T; Guerra Valero, YC; Lipman, J; Parker, SL; Roberts, JA; Sparkes, L; Wallis, SC, 2022
)
0.72
" Standard dosing of 50 mg/kg q6h was only able to achieve the PK/PD target of 100% ƒT>MIC in patients >10 kg and with impaired renal function or patients of 40 kg with normal renal function."( Optimal dosing of cefotaxime and desacetylcefotaxime for critically ill paediatric patients. Can we use microsampling?
Coulthard, MG; Dorofaeff, T; Guerra Valero, YC; Lipman, J; Parker, SL; Roberts, JA; Sparkes, L; Wallis, SC, 2022
)
0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (114)

TimeframeStudies, This Drug (%)All Drugs %
pre-199077 (67.54)18.7374
1990's25 (21.93)18.2507
2000's8 (7.02)29.6817
2010's2 (1.75)24.3611
2020's2 (1.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (2.74%)5.53%
Reviews6 (4.11%)6.00%
Case Studies1 (0.68%)4.05%
Observational1 (0.68%)0.25%
Other134 (91.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]