General
Preferred name
TRIMETHOPRIM
Synonyms
BW-72U ()
BW56-72 lactate ()
NIH204 lactate ()
NSC-106568 lactate ()
NIH 204 lactate ()
Primsol lactate ()
BW 56-72 lactate ()
NIH 204 ()
BW 56-72 ()
NSC-106568 ()
Trimethoprim ()
Trimethoprim (hydrochloride) ()
Trimethoprim (lactate) ()
BW 56-72, NIH 204, NSC-106568 ()
Trimethoprim lactate ()
TRIMETHOPRIM HYDROCHLORIDE ()
TRIMETHOPRIM SULFATE ()
2,4-Diamino-5-(3,4,5-Trimethoxy-Benzyl)-Pyrimidin-1-Ium ()
Trimethoprim component of cotrim ()
Trimethoprim component of bactrim pediatric ()
Trimethoprim component of sulfamethoprim ()
Trimethoprim component of cotrim d.s. ()
Ipral ()
Syraprim ()
Trimethoprim component of septra ()
Ledatrim ()
Trimethoprim component of sulmeprim ()
Trimethoprim component of bactrim ds ()
Trimethoprime ()
BW-56-72 ()
Trimogal ()
NIH-204 ()
Monotrim ()
Triprimix 200 ()
Trimethoprim component of bactrim ()
Proloprim ()
Proloprin ()
Trimethoprim component of co-trimoxazole ()
Trimetoprima ()
Wellcoprim ()
Trimethoprim component of sulfatrim ()
Trimopan ()
Trimethoprimum ()
Trimpex ()
Tiempe ()
TCMDC-125538 ()
Trimethoprim component of uroplus ()
Infectotrimet ()
Trimpex 200 ()
Primsol ()
Trimethoprim hcl ()
BW 72U ()
Trimethoprim sulfate component of polytrim ()
Trimethoprim sulphate ()
Trimethoprim-d3 ()
P&D ID
PD002101
CAS
738-70-5
23256-42-0
60834-30-2
8064-90-2
56585-33-2
1189923-38-3
Tags
available
drug
drug candidate
Approved by
FDA
First approval
1988
1973
1995
Drug indication
Urinary tract infection
infection
osteomyelitis
Drug Status
vet_approved
approved
experimental
Max Phase
4.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
MOA Trimethoprim inhibits dihydrofolate reductase. This inhibition prevents the conversion of dihydrofolic acid (DHF) to tetrahydrofolic acid (THF) in the thymidine synthesis pathway. Trimethoprim acts on bacterial dihydrofolate reductase with thousands of times the affinity of human dihydrofolate reductase.; ; Sulfamethoxazole inhibits dihydrofolate synthetase (aka dihydropteroate synthetase), an enzyme involved further upstream in the same pathway. Trimethoprim and sulfamethoxazole are commonly used in combination due to their synergistic effects. This drug combination also reduces the development of resistance that is seen when either drug is used alone.
ROE Ten to twenty percent of trimethoprim is metabolized, primarily in the liver; the remainder is excreted unchanged in the urine.; After oral administration, 50% to 60% of trimethoprim is excreted in the urine within 24 hours, approximately 80% of this being unmetabolized trimethoprim. Trimethoprim also passes the placental barrier and is excreted in human milk.
DESCRIPTION Trimethoprim is a synthetic diaminopyrimidine molecule with antibacterial and antiprotozoal activities. Mechanistically, it inhibits bacterial dihydrofolate reductase and disrupts the conversion of dihydrofolic acid to tetrahydrofolic acid which ultimately inhibits bacterial DNA synthesis. Sulfonamide drugs potentiate trimethoprim's activity. (GtoPdb)
DESCRIPTION Trimethoprim is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim has the potential for the research of urinary tract infections, Shigellosis and Pneumocystis pneumonia. Trimethoprim can inhibit infection of Influenza A virus in chick embryo when combinated with zinc[1][2][3][4].
PRICE 29
PRICE 29
DESCRIPTION Trimethoprim lactate is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim lactate is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim lactate has the potential for the research of urinary tract infections, Shigellosis and Pneumocystis pneumonia. Trimethoprim lactate can inhibit infection of Influenza A virus in chick embryo when combinated with zinc[1][2][3][4].
DESCRIPTION Potent inhibitor of bacterial and protozoal dihydrofolate reductase (LOPAC library)
DESCRIPTION Trimethoprim is a synthetic antibiotic that inhibits dihydrofolate reductase (DHFR), which is necessary for the synthesis of purines, amino acids, and thymidylic acid. Trimethoprim is active against a wide range of Gram-positive and Gram-negative aerobic bacteria, also has the potential for urinary tract infections, Shigellosis and Pneumocystis pneumonia treatment. (Enamine Bioactive Compounds)
DESCRIPTION Trimethoprim (NSC-106568) is a Dihydrofolate Reductase Inhibitor Antibacterial. The mechanism of action of trimethoprim is as a Dihydrofolate Reductase Inhibitor, and Cytochrome P450 2C8 Inhibitor, and Organic Cation Transporter 2 Inhibitor. (TargetMol Bioactive Compound Library)
DESCRIPTION Trimethoprim lactate (NSC-106568 lactate) is an antibiotic that inhibits bacterial dihydrofolate reductase (DHFR). Trimethoprim lactate has demonstrated antimicrobial activity, with excellent inhibition of Gramnegative bacteria. Trimethoprim lactate is used alone for the Trimethoprim lactate is used alone or in combination with other antibiotics to treat a variety of eye, lung, and gastrointestinal infections. (TargetMol Bioactive Compound Library)
Cell lines
0
Organisms
8
Compound Sets
29
Cayman Chemical Bioactives
16473
26119
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
CHEMBL22
CHEMBL1201080
CHEMBL2110367
ChEMBL Drugs
CHEMBL22
CHEMBL1201080
CHEMBL2110367
CZ-OPENSCREEN Bioactive Library
Drug Repurposing Hub
DrugBank
DB00440
DB03125
DrugBank Approved Drugs
DB00440
DrugCentral
2755
DrugCentral Approved Drugs
2755
DrugMAP
DMM7CHK
DrugMAP Approved Drugs
DMM7CHK
DrugMatrix
Enamine Bioactive Compounds
EBC-03787
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS100345
Guide to Pharmacology
10931
LOPAC library
MedChem Express Bioactive Compound Library
HY-B0510
HY-B0510B
HY-B0510C
NCATS Inxight Approved Drugs
AN164J8Y0X
NIH Clinical Collections (NCC)
NPC Screening Collection
Other bioactive compounds
Pandemic Response Box
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
trimethoprim
TargetMol Bioactive Compound Library
T1153
T39862
The Spectrum Collection
External IDs
104
Properties
(calculated by RDKit )
Molecular Weight
290.14
Hydrogen Bond Acceptors
7
Hydrogen Bond Donors
2
Rotatable Bonds
5
Ring Count
2
Aromatic Ring Count
2
cLogP
1.26
TPSA
105.51
Fraction CSP3
0.29
Chiral centers
0.0
Largest ring
6.0
QED
0.85
Structural alerts
2
aggregator (Aggregator Advisor)
Aggregators
aggregator (ZINC)
Aggregators
Related compounds
Custom attributes
(extracted from source data)
Selectivity
Dihydrofolate reductase
MOA
bacterial dihydrofolate reductase inhibitor
dihydrofolate reductase inhibitor
Target
Bacterial dihydrofolate reductase
Antifolate
Bacterial
antibiotic
DHFR
Thymidylate Synthase
DHFR, TYMS
Influenza Virus
Antibiotics,Bacterial,DHFR
Indication
urinary tract infections, ear infections, diarrhea
Disease Area
infectious disease, gastroenterology
Pathway
Cell Cycle/Checkpoint
Microbiology/virology
DNA Damage/DNA Repair
Metabolism
Anti-infection
Cell Cycle/DNA Damage
Therapeutic Class
Antiinfective Agents
Source data