Page last updated: 2024-11-06

tetroxoprim

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

Description

Tetroxoprim is a synthetic dihydrofolate reductase inhibitor, an enzyme essential for the synthesis of tetrahydrofolic acid, a vital coenzyme in nucleic acid metabolism. It has been shown to exhibit potent antimicrobial activity, particularly against bacterial strains resistant to traditional antibiotics. Tetroxoprim is studied for its potential as a treatment for infections caused by drug-resistant bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The synthesis of tetroxoprim involves a multi-step chemical process, often utilizing aromatic ring modifications and heterocycle formation. Its unique structural features enable it to bind to the active site of dihydrofolate reductase, effectively inhibiting the enzyme's function and leading to bacterial growth inhibition.'

tetroxoprim: structure given in Negwer 5th ed, #6419 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID65450
CHEMBL ID32039
CHEBI ID135420
SCHEMBL ID155211
MeSH IDM0080841

Synonyms (48)

Synonym
tetroxoprima [inn-spanish]
he 781
5-((3,5-dimethoxy-4-(2-methoxyethoxy)phenyl)methyl)-2,4-pyrimidinediamine
2,4-pyrimidinediamine, 5-((3,5-dimethoxy-4-(2-methoxyethoxy)phenyl)methyl)-
einecs 258-789-4
tetroxoprime [inn-french]
bw 32 u
brn 4271695
2,4-diamino-5-(3,5-dimethoxy-4-(2-methoxyethoxy)benzyl)pyrimidine
5-((3,5-dimethoxy-4-(2-methoxyethoxy)phenyl)methyl)pyrimidinediamine
tetroxoprimum [inn-latin]
tetroxoprima [spanish]
pyrimidine, 2,4-diamino-5-(3,5-dimethoxy-4-(2-methoxyethoxy)benzyl)-
bdbm50029760
5-[3,5-dimethoxy-4-(2-methoxy-ethoxy)-benzyl]-pyrimidine-2,4-diamine(tetroxoprim )
5-[3,5-dimethoxy-4-(2-methoxy-ethoxy)-benzyl]-pyrimidine-2,4-diamine
53808-87-0
5-[[3,5-dimethoxy-4-(2-methoxyethoxy)phenyl]methyl]-2,4-pyrimidinediamine
5-[[3,5-dimethoxy-4-(2-methoxyethoxy)phenyl]methyl]pyrimidine-2,4-diamine
tetroxoprim
D06097
tetroxoprim (usan/inn)
CHEBI:135420
CHEMBL32039 ,
5r6712ay0k ,
unii-5r6712ay0k
5-25-13-00437 (beilstein handbook reference)
tetroxoprim [usan:inn:ban]
tetroxoprima
tetroxoprimum
tetroxoprime
tetroxoprim [inn]
tetroxoprim [mi]
tetroxoprim [usan]
tetroxoprim [who-dd]
tetroxoprim [mart.]
2,4-diamino-5-[3,5-dimethoxy-4-(2-methoxyethoxy)benzyl]pyrimidine
SCHEMBL155211
WSWJIZXMAUYHOE-UHFFFAOYSA-N
DTXSID80202085
5-(3,5-dimethoxy-4-(2-methoxyethoxy)benzyl)pyrimidine-2,4-diamine
FT-0710131
Q937551
MS-25045
HY-107033
CS-0027178
gtpl12328
AKOS040758185

Research Excerpts

Bioavailability

The paper describes a comparative bioavailability study on two tablet formulations containing 100 mg of tetroxoprim and 250 mg of sulphadiazine.

ExcerptReferenceRelevance
"The paper describes a comparative bioavailability study on two tablet formulations containing 100 mg of tetroxoprim and 250 mg of sulphadiazine."( Bioequivalency studies on tablet formulation of tetroxoprim and sulphadiazine.
Alkaysi, HN; Badwan, AA; Gharaibeh, AM; Gharaibeh, KI; Salem, MA, 1992
)
0.75
" Tetroxoprim embonate, an insoluble salt very useful for obtaining a suspension with good palatability, shows a bioavailability not statistically different from that of tetroxoprim base."( HPLC determination of tetroxoprim and sulphadiazine in pharmaceutical dosage forms and in biological fluids.
Coppi, G; Springolo, V, 1989
)
1.5
" In dogs with healthy meninges, the CSF bioavailability - expressed as the ratio of CSF/plasma area under the curve 0-5-hour values - following continuous infusion was determined to be 86."( Diffusion of metioprim, tetroxoprim and sulphadiazine in the cerebrospinal fluid of dogs with healthy meninges and dogs with experimental meningitis.
Armengaud, H; Bishop-Freudling, GB; Foing, N; Szelenyi, I; van Tho, T; Vergin, H, 1984
)
0.57

Dosage Studied

Two studies were conducted in neurosurgical patients to establish cerebrospinal fluid (CSF) and plasma levels of tetroxoprim (TXP) and sulphadiazine (SDZ) following the oral administration of co-tetroxazin.

ExcerptRelevanceReference
"Two HPLC methods for determination of tetroxoprim and sulphadiazine in pharmaceutical dosage forms and in biological fluid are reported."( HPLC determination of tetroxoprim and sulphadiazine in pharmaceutical dosage forms and in biological fluids.
Coppi, G; Springolo, V, 1989
)
0.86
"Two studies were conducted in neurosurgical patients to establish cerebrospinal fluid (CSF) and plasma levels of tetroxoprim (TXP) and sulphadiazine (SDZ) following the oral administration of co-tetroxazin in a standard dosage regimen."( [Diffusion of tetroxoprim and sulfadiazine in the cerebrospinal fluid of neurosurgery patients].
Albert, F; Bishop-Freudling, GB; Vergin, H, 1984
)
0.84
" and oral dosing respectively."( The pharmacokinetics of tetroxoprim in the dog.
Strobel, K; Vergin, H, 1982
)
0.57
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
dimethoxybenzeneAny methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives.
[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 (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Dihydrofolate reductaseGallus gallus (chicken)Ki229.08700.11220.21580.3311AID56467; AID56483
Dihydrofolate reductaseLacticaseibacillus caseiKi0.54950.00001.26756.3096AID57779
Dihydrofolate reductaseEscherichia coli K-12IC50 (µMol)0.01800.00150.55126.8000AID57094
Dihydrofolate reductaseEscherichia coli K-12Ki0.00450.00000.37904.0200AID57588
Dihydrofolate reductasePneumocystis cariniiIC50 (µMol)63.00000.00060.54766.2000AID55836
Dihydrofolate reductase Salmonella enterica subsp. enterica serovar TyphiKi0.00450.00450.11790.6607AID57579
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (10)

Processvia Protein(s)Taxonomy
one-carbon metabolic processDihydrofolate reductaseGallus gallus (chicken)
response to methotrexateDihydrofolate reductaseGallus gallus (chicken)
tetrahydrofolate metabolic processDihydrofolate reductaseGallus gallus (chicken)
tetrahydrofolate biosynthetic processDihydrofolate reductaseGallus gallus (chicken)
dihydrofolate metabolic processDihydrofolate reductaseGallus gallus (chicken)
folic acid metabolic processDihydrofolate reductaseGallus gallus (chicken)
10-formyltetrahydrofolate biosynthetic processDihydrofolate reductaseEscherichia coli K-12
response to xenobiotic stimulusDihydrofolate reductaseEscherichia coli K-12
folic acid biosynthetic processDihydrofolate reductaseEscherichia coli K-12
one-carbon metabolic processDihydrofolate reductaseEscherichia coli K-12
response to methotrexateDihydrofolate reductaseEscherichia coli K-12
tetrahydrofolate biosynthetic processDihydrofolate reductaseEscherichia coli K-12
response to antibioticDihydrofolate reductaseEscherichia coli K-12
dihydrofolate metabolic processDihydrofolate reductaseEscherichia coli K-12
folic acid metabolic processDihydrofolate reductaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
mRNA bindingDihydrofolate reductaseGallus gallus (chicken)
dihydrofolate reductase activityDihydrofolate reductaseGallus gallus (chicken)
NADP bindingDihydrofolate reductaseGallus gallus (chicken)
dihydrofolate reductase activityDihydrofolate reductaseEscherichia coli K-12
protein bindingDihydrofolate reductaseEscherichia coli K-12
folic acid bindingDihydrofolate reductaseEscherichia coli K-12
oxidoreductase activityDihydrofolate reductaseEscherichia coli K-12
NADP bindingDihydrofolate reductaseEscherichia coli K-12
methotrexate bindingDihydrofolate reductaseEscherichia coli K-12
dihydrofolic acid bindingDihydrofolate reductaseEscherichia coli K-12
NADP+ bindingDihydrofolate reductaseEscherichia coli K-12
NADPH bindingDihydrofolate reductaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
mitochondrionDihydrofolate reductaseGallus gallus (chicken)
cytosolDihydrofolate reductaseEscherichia coli K-12
cytosolDihydrofolate reductaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (56)

Assay IDTitleYearJournalArticle
AID231826Relative antimicrobial activity to that of trimethoprim in streptococcus pyogenes CN101981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID57435Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Escherichia coli CN 3141981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID57584Apparent inhibitory (log 1/Ki) activity against Escherichia coli dihydrofolate reductase1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Quantitative structure-activity relationships for the inhibition of Escherichia coli dihydrofolate reductase by 5-(substituted benzyl)-2,4-diaminopyrimidines.
AID55992Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Proteus vulgaris CN 3291981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231820Relative antimicrobial activity to that of trimethoprim in Vibrio cholerae ATCC 140351981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231606Relative antimicrobial activity to that of trimethoprim in Myco. smegmatis S32541981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID57082Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Enterobacter aerogenes 2200/861981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231809Relative antimicrobial activity to that of trimethoprim in Shigella flexneri CN60071981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231811Relative antimicrobial activity to that of trimethoprim in Staphylococcus aureus CN4911981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID55991Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Proteus mirabilis S 24091981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231808Relative antimicrobial activity to that of trimethoprim in Serratia marcescens UN3141981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID235293Selectivity index against Escherichia coli.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
On the optimization of hydrophobic and hydrophilic substituent interactions of 2,4-diamino-5-(substituted-benzyl)pyrimidines with dihydrofolate reductase.
AID57586Compound is evaluated for the inhibition of dihydrofolate reductase from Escherichia coli1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
Quantitative structure-selectivity relationships. Comparison of the inhibition of Escherichia coli and bovine liver dihydrofolate reductase by 5-(substituted-benzyl)-2,4-diaminopyrimidines.
AID56784Inhibitory activity against bovine liver dihydrofolate reductase at pH 7.2.1982Journal of medicinal chemistry, Apr, Volume: 25, Issue:4
A comparison of the inhibitory action of 5-(substituted-benzyl)-2,4-diaminopyrimidines on dihydrofolate reductase from chicken liver with that from bovine liver.
AID57925Inhibitory activity against dihydrofolate reductase (DHFR) from Lactobacillus casei (expressed as log 1/Kiapp)1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Comparison of the inhibition of Escherichia coli and Lactobacillus casei dihydrofolate reductase by 2,4-diamino-5-(substituted-benzyl)pyrimidines: quantitative structure-activity relationships, X-ray crystallography, and computer graphics in structure-act
AID218761Percent recovery of compound as intact in the 24-h cumulative urine of dog (given as average percent of the dose)1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID27590Partition coefficient (logD) (aqueous phase 0.1 N HCl)1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
AID55994Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Shigella dysentariae CN 15131981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID57083Inhibitory activity against dihydrofolate reductase2001Journal of medicinal chemistry, Aug-16, Volume: 44, Issue:17
Adaptive neuro-fuzzy inference system: an instant and architecture-free predictor for improved QSAR studies.
AID56483Compound was evaluated for inhibitory activity against chicken dihydrofolate reductase1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
On the optimization of hydrophobic and hydrophilic substituent interactions of 2,4-diamino-5-(substituted-benzyl)pyrimidines with dihydrofolate reductase.
AID235294Selectivity index against Lactobacillus casei DHFR. 1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
On the optimization of hydrophobic and hydrophilic substituent interactions of 2,4-diamino-5-(substituted-benzyl)pyrimidines with dihydrofolate reductase.
AID56471Inhibitory activity against chicken dihydrofolate reductase at pH 7.2.1982Journal of medicinal chemistry, Apr, Volume: 25, Issue:4
A comparison of the inhibitory action of 5-(substituted-benzyl)-2,4-diaminopyrimidines on dihydrofolate reductase from chicken liver with that from bovine liver.
AID231593Relative antimicrobial activity to that of trimethoprim in Enterobacteria aerogenes 2200/861981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID55836Inhibitory activity against dihydrofolate reductase in Pneumocystis carinii at 37 centigrade.1995Journal of medicinal chemistry, Nov-24, Volume: 38, Issue:24
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.
AID57094Inhibitory activity against Dihydrofolate reductase of Escherichia coli1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231605Relative antimicrobial activity to that of trimethoprim in Klebsiella pneumoniae CN36321981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID57579Inhibitory activity against Escherichia coli dihydrofolate reductase1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
On the optimization of hydrophobic and hydrophilic substituent interactions of 2,4-diamino-5-(substituted-benzyl)pyrimidines with dihydrofolate reductase.
AID231617Relative antimicrobial activity to that of trimethoprim in Past. multocida ATCC 65871981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID99656Inhibitory activity against murine tumor cells (L5178Y/S)1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Inhibition by 5-(substituted-benzyl)-2,4-diaminopyrimidines of murine tumor (L5178Y) cell cultures sensitive to and resistant to methotrexate. Further evidence for the sensitivity of resistant cells to hydrophobic drugs.
AID57602Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Klebsiella pneumoniae CN 36321981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231588Relative antimicrobial activity to that of trimethoprim in Citro. freundii 2200/771981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID57574Activity against dihydrofolate reductase of Escherichia coli strain MB 14281992Journal of medicinal chemistry, Aug-21, Volume: 35, Issue:17
Application of neural networks: quantitative structure-activity relationships of the derivatives of 2,4-diamino-5-(substituted-benzyl)pyrimidines as DHFR inhibitors.
AID57470Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
Comparative structure-activity relationships of antifolate triazines inhibiting murine tumor cells sensitive and resistant to methotrexate.
AID218759Peak serum concentration reached within 1 hr of administration of 5 mg/kg oral dose1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID23701Partition coefficient (logD) (0.1 N NaOH)1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
Comparative structure-activity relationships of antifolate triazines inhibiting murine tumor cells sensitive and resistant to methotrexate.
AID57779Inhibitory activity against Lactobacillus casei dihydrofolate reductase1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
AID57585Inhibitory activity against dihydrofolate reductase (DHFR) from Escherichia coli (expressed as log 1/Kiapp)1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Comparison of the inhibition of Escherichia coli and Lactobacillus casei dihydrofolate reductase by 2,4-diamino-5-(substituted-benzyl)pyrimidines: quantitative structure-activity relationships, X-ray crystallography, and computer graphics in structure-act
AID23497Partition coefficient (logD) (aqueous phase 0.1 N HCl)1986Journal of medicinal chemistry, May, Volume: 29, Issue:5
Inhibition of chicken liver dihydrofolate reductase by 5-(substituted benzyl)-2,4-diaminopyrimidines. A quantitative structure-activity relationship and graphics analysis.
AID55993Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Salmonella typhi CN 5121981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID218760Average half-life upon rapid elimination from serum in dog at 5 mg/kg orally on day 11981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231802Relative antimicrobial activity to that of trimethoprim in Proteus vulgaris CN3291981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID24429Partition coefficient (logD) (0.1 N HCl/octanol)1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
On the optimization of hydrophobic and hydrophilic substituent interactions of 2,4-diamino-5-(substituted-benzyl)pyrimidines with dihydrofolate reductase.
AID57588Inhibition constant against binding of Escherichia coli dihydrofolate reductase1988Journal of medicinal chemistry, Jul, Volume: 31, Issue:7
The hypothetical active site lattice. An approach to modelling active sites from data on inhibitor molecules.
AID56796Inhibition of dihydrofolate reductase from bovine liver1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
Quantitative structure-selectivity relationships. Comparison of the inhibition of Escherichia coli and bovine liver dihydrofolate reductase by 5-(substituted-benzyl)-2,4-diaminopyrimidines.
AID231821Relative antimicrobial activity to that of trimethoprim in streptococcus faecalis CN4781981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID65359Inhibition of growth of methotrexate-resistant (MB1428) strain of Escherichia coli cells.1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Quantitative structure-activity relationship of antifolate inhibition of bacteria cell cultures resistant and sensitive to methotrexate.
AID65357Inhibition of growth of methotrexate-sensitive (MB1417) strain of Escherichia coli cells.1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Quantitative structure-activity relationship of antifolate inhibition of bacteria cell cultures resistant and sensitive to methotrexate.
AID56006Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Staphylococcus aureus CN 4911981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID58132PCompound was tested for inhibitory activity against Dihydrofolate reductase of rat liver at 40000 M1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID56467Inhibitory activity against chicken liver dihydrofolate reductase1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
AID231828Relative antimicrobial activity to that of trimethoprim in streptococcus pyogenes S36401981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID99653Inhibitory activity against murine tumor cells (L5178Y/R)1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Inhibition by 5-(substituted-benzyl)-2,4-diaminopyrimidines of murine tumor (L5178Y) cell cultures sensitive to and resistant to methotrexate. Further evidence for the sensitivity of resistant cells to hydrophobic drugs.
AID231598Relative antimicrobial activity to that of trimethoprim in Escherichia coli CN3141981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231806Relative antimicrobial activity to that of trimethoprim in Salmonella typhi CN5121981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID231807Relative antimicrobial activity to that of trimethoprim in Salmonella Typhimurium (LT-2) S85871981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.
AID56461Inhibition of chicken liver dihydrofolate reductase1986Journal of medicinal chemistry, May, Volume: 29, Issue:5
Inhibition of chicken liver dihydrofolate reductase by 5-(substituted benzyl)-2,4-diaminopyrimidines. A quantitative structure-activity relationship and graphics analysis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (49)

TimeframeStudies, This Drug (%)All Drugs %
pre-199039 (79.59)18.7374
1990's6 (12.24)18.2507
2000's4 (8.16)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.74

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 Index21.74 (24.57)
Research Supply Index3.93 (2.92)
Research Growth Index4.03 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.74)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (2.04%)5.53%
Reviews3 (6.12%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other45 (91.84%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]