Page last updated: 2024-11-11

cefteram pivoxil

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

Description

cefteram pivoxil: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5362114
CHEMBL ID3137676
CHEBI ID31381
SCHEMBL ID22718900
MeSH IDM0135472

Synonyms (32)

Synonym
cefteram pivoxil
t-2588
tomiron
82547-81-7
t 2588
cefteram pivoxil (jp17)
cftm-pi
D01686
tomiron (tn)
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-((5-methyl-2h-tetrazol-2-yl)methyl)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6r-(6-alpha,7-beta(z)))-
brn 4223783
cefteram pivaloyloxymethyl ester
inchi=1/c22h27n9o7s2/c1-10-26-29-30(27-10)6-11-7-39-18-14(25-16(32)13(28-36-5)12-8-40-21(23)24-12)17(33)31(18)15(11)19(34)37-9-38-20(35)22(2,3)4/h8,14,18h,6-7,9h2,1-5h3,(h2,23,24)(h,25,32)/b28-13-/t14-,18-/m1/s1
uiyaxipxulmhai-jlgrztkvsa-
2,2-dimethylpropanoyloxymethyl (6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(5-methyltetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
0od86rt58c ,
unii-0od86rt58c
CHEMBL3137676
S5354
antibiotic t 2588
cefteram pivoxil [who-dd]
pivaloyloxymethyl (z)-7-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)-3-(5-methyl-2h-tetrazol-2-ylmethyl)-3-cephem-4-carboxylate
cefteram pivoxil [mart.]
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-((5-methyl-2h-tetrazol-2-yl)methyl)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6r,7r)-
cefteram pivaloyloxymethyl ester [mi]
CHEBI:31381
HY-106571
CS-0026074
SCHEMBL22718900
STARBLD0016558
DTXSID401316612
AKOS040745021

Research Excerpts

Overview

Cefteram pivoxil (CFTM-PI) is an oral antibiotic available in powder suspension and tablet formulations indicated in China for the treatment of bacterial infections.

ExcerptReferenceRelevance
"Cefteram pivoxil (CFTM-PI) is an oral antibiotic available in powder suspension and tablet formulations indicated in China for the treatment of bacterial infections. "( Pharmacokinetic and bioequivalence comparison of a single 100-mg dose of cefteram pivoxil powder suspension and tablet formulations: a randomized-sequence, open-label, two-period crossover study in healthy Chinese adult male volunteers.
Di, B; Fan, H; Hu, Q; Li, JH; Wang, GJ; Wu, CY; Xiao, D; Zhu, Y; Zou, J, 2008
)
2.02

Toxicity

ExcerptReferenceRelevance
" No adverse effects were observed in male fertility and F1 generation."( [A subacute oral toxicity study of T-2588 in juvenile rats].
Kawamura, Y; Nakada, H; Nojima, Y; Sanzen, T; Shibata, T; Yoneda, T; Yoshida, K, 1986
)
0.27

Pharmacokinetics

Cefteram pivoxil (CFTM-PI, T-2588) (10% granules) is a new oral cephalosporin, in the field of pediatrics.

ExcerptReferenceRelevance
" The pharmacokinetic study of CFTM-PI was performed in 9 fasting patients whose ages ranged from 2 to 11 years."( [Clinical and pharmacokinetic evaluation of cefteram pivoxil in children].
Fujita, K; Iseki, K; Kakehashi, H; Murono, K; Sakata, H; Takahashi, Y; Yoshioka, H, 1989
)
0.54
"Bacteriological, pharmacokinetic and clinical studies were done on the effect of cefteram pivoxil (CFTM-PI, T-2588) (10% granules), a new oral cephalosporin, in the field of pediatrics."( [Bacteriological, pharmacokinetic and clinical studies on cefteram pivoxil in the pediatric field].
Fukushima, Y; Hori, M; Imai, H; Sugita, M; Toyonaga, Y; Yamazaki, M, 1989
)
0.75
"A pharmacokinetic study on cefteram pivoxil (CFTM-PI) granules and tablets for pediatric use was performed, and pharmacokinetic parameters were calculated using the one-compartment open model with a time lag."( [Pharmacokinetic studies on oral antibiotics in pediatrics. II. A pharmacokinetic study on cefteram pivoxil in pediatrics].
Iwai, N; Nakamura, H, 1989
)
0.79
"According to the result of the pharmacokinetic examination of T-2588 (esterified prodrug of T-2525) administered to adult male volunteers who have undergone gastrectomy, it appears that the absorption of T-2588 is delayed in the hypoacidity or the anacidity and also the excretion ratio of T-2525A (an inactive metabolite of T-2525) showed a tendency to become higher in these subjects."( [Pharmacokinetic studies of a new oral cephem T-2588. Pharmacokinetics in gastrectomized volunteers and the renal excretory system in healthy volunteers].
Hojo, T; Hori, S; Kaji, M; Miyahara, T; Okuda, S; Saito, A; Shiba, K; Shimada, J; Yamaji, T, 1986
)
0.27
" For analysis of pharmacokinetic properties, including C(max), AUC from time 0 (baseline) to 6 hours (AUC(0-6)), and AUC from baseline to infinity (AUC(0-infinity)), blood samples were obtained at intervals over the 6-hour period after study drug administration."( Pharmacokinetic and bioequivalence comparison of a single 100-mg dose of cefteram pivoxil powder suspension and tablet formulations: a randomized-sequence, open-label, two-period crossover study in healthy Chinese adult male volunteers.
Di, B; Fan, H; Hu, Q; Li, JH; Wang, GJ; Wu, CY; Xiao, D; Zhu, Y; Zou, J, 2008
)
0.58

Bioavailability

ExcerptReferenceRelevance
" These results suggested that T-2588 was well absorbed and hardly crossed the blood-brain barrier and placenta."( [The autoradiographic studies on the distribution of 14C-labeled pivaloyloxymethyl (+)-(6R,7R)- 7-[(Z)-2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]- 3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-o xo-5-thia- 1-azabicyclo [4.2.0]oct-2-ene-2-carboxylate (14C-
Hayakawa, H; Maeda, T; Matsutani, H; Nakashima, Y; Onoda, M; Saikawa, I; Sakai, H, 1986
)
0.27

Dosage Studied

ExcerptRelevanceReference
" Peak serum concentrations in 4 children given orally a dose of 3 mg/kg and 2 children given orally a dose of 6 mg/kg after meal were reached in 3 to 4 hours and the concentration curves were dependent on dosage levels."( [Laboratory and clinical studies on cefteram pivoxil in pediatric field].
Suzuki, G; Watanabe, A, 1989
)
0.55
" Urinary excretion rates up to 6 or 8 hours after dosing were 10."( [Clinical studies on cefteram pivoxil granules in pediatrics].
Matsumoto, K; Nakanishi, Y; Nakazawa, S; Narita, A; Niino, K; Sato, H; Suzuki, H, 1989
)
0.6
" After an oral administration of (aminothiazole-2-14C) T-2588 to rats and mice, urinary excretion of radioactivity was about 26% and 35% of the dosed radioactivity in rats and mice, respectively, and fecal excretion was about 76% and 63% of the dosed radioactivity in rats and mice, respectively."( [Studies on absorption, distribution and excretion of 14C labeled pivaloyloxymethyl (+)-(6R,7R)- 7-[(Z)-2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]- 3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-5-thia- 1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (14C-T
Hayakawa, H; Maeda, T; Matsutani, H; Nakashima, Y; Onoda, M; Saikawa, I; Sakai, H, 1986
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (5)

ClassDescription
pivaloyloxymethyl esterA acetal obtained from a carboxylic acid by replacement of the hydrogen attached to the carboxy group by a pivaloyloxymethyl group.
cephamsNatural and synthetic antibiotics containing the 5-thia-1-azabicyclo[4.2.0]octan-8-one nucleus; generally assumed to have the 6R configuration, unless otherwise specified.
oxime O-etherO-organyl oximes R2C=NOR' (R' =/= H).
tetrazolesAn azole in which the five-membered heterocyclic aromatic skeleton contains four N atoms and one C atom.
1,3-thiazoles
[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 (19)

Assay IDTitleYearJournalArticle
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]
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]
AID1079939Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' in source]
AID1079932Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source]
AID1079949Proposed mechanism(s) of liver damage. [column 'MEC' in source]
AID1079944Benign tumor, proven histopathologically. Value is number of references indexed. [column 'T.BEN' in source]
AID1079947Comments (NB not yet translated). [column 'COMMENTAIRES' in source]
AID1079934Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source]
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
AID1079943Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source]
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]
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]
AID1079945Animal toxicity known. [column 'TOXIC' in source]
AID1079948Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' 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]
AID1079940Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source]
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]
AID1079942Steatosis, proven histopathologically. Value is number of references indexed. [column 'STEAT' in source]
AID1079946Presence of at least one case with successful reintroduction. [column 'REINT' in source]
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (64)

TimeframeStudies, This Drug (%)All Drugs %
pre-199042 (65.63)18.7374
1990's12 (18.75)18.2507
2000's7 (10.94)29.6817
2010's2 (3.13)24.3611
2020's1 (1.56)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.78

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 Index27.78 (24.57)
Research Supply Index4.37 (2.92)
Research Growth Index4.10 (4.65)
Search Engine Demand Index27.14 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.78)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials11 (16.42%)5.53%
Reviews2 (2.99%)6.00%
Case Studies5 (7.46%)4.05%
Observational0 (0.00%)0.25%
Other49 (73.13%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]