Drug/Small Molecule:
trimethoprim

2D structure

Overview

Trade Names: Abacin; Abaprim; Alprim; Apo-Sulfatrim; Bactin; Bactramin; Bactrim; Bactrim DS; Bactrim Pediatric; Baktar; Chemotrim; Co-Trimoxazole; Comox; Cotrim; Cotrim D.S.; Drylin; Eusaprim; Fectrim; Gantaprim; Gantrim; Idotrim; Imexim; Instalac; Ipral; Kepinol; Laratrim; Lidaprim; Linaris; Methoprim; Microtrim; Monoprim; Monotrim; Monotrimin; Nopil; Oraprim; Priloprim; Primosept; Primsol; Proloprim; Septra; Septra DS; Septra Grape; Septrin; Sigaprim; Sulfamethoprim; Sulfamethoprim-DS; Sulfamethoxazole & Trimethoprim; Sulfatrim; Sulfatrim Pediatric; Sulfatrim-DS; Sulfatrim-SS; Sulfotrim; Sulmeprim; Sulmeprim Pediatric; Sulprim; Sumetrolim; Supracombin; Suprim; Syraprim; Teleprim; Thiocuran; Tiempe; Tmp-Ratiopharm; Trigonyl; Trimanyl; Trimesulf; Trimeth/Sulfa; Trimethioprim; Trimethopriom; Trimetoprim; Trimexazole; Trimogal; Trimopan; Trimpex; Trimpex 200; Triprim; Unitrim; Uretrim; Uro-Septra; Uroplus; Uroplus DS; Uroplus SS; Wellcoprim
PharmGKB Accession Id: PA451788

Description

A pyrimidine inhibitor of dihydrofolate reductase, it is an antibacterial related to pyrimethamine. The interference with folic acid metabolism may cause a depression of hematopoiesis. It is potentiated by sulfonamides and the trimethoprim-sulfamethoxazole combination is the form most often used. It is sometimes used alone as an antimalarial. trimethoprim resistance has been reported. PubChem (source: Drug Bank)

Indication

For the treatment of initial episodes of uncomplicated urinary tract infections (source: Drug Bank)

ATC Therapeutic Category

  • J01EA:Trimethoprim and derivatives

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Trimethoprim binds to bacterial dihydrofolate reductase, subsequently interfering with the uptake of <i>p</i>-aminobenzoic acid (PABA) into folic acid. As folic acid is a coenzyme responsible for the transport of one-carbon fragments from one molecule to another, it is an essential component of bacterial development. Sulfonamides inhibit bacterial dihydrofolate synthetase, the enzyme immediately preceding dihydrofolate reductase, and therefore act synergistically with trimethoprim. (source: Drug Bank)

Pharmacology

Trimethoprim, a synthetic antiinfective agent, is used to treat and prevent urinary tract infections, diarrhea, and, when combined with either sulfamethoxazole or dapsone, <i>Pneumocystis carinii</i> infections. (source: Drug Bank)

Food Interactions

Do not take calcium, aluminium, magnesium or iron supplements within 2 hours of taking this medication.
Take on empty stomach: 1 hour before or 2 hours after meals.
Take with a full glass of water. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Protein Binding

Approximately 45% (source: Drug Bank)

Toxicity

LD<sub>50</sub>=4850 (orally in mice) (source: Drug Bank)

Isomeric SMILES Code:

COc1cc(cc(c1OC)OC)Cc2cnc(nc2N)N (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
CYP2C8
  •   
  •   
  • PK
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
HLA-DRB1
  • CO
  •   
  •   
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
HSPA1L
  • CO
  •   
  •   
  •   
  • GN
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
LTA
  • CO
  •   
  •   
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
SCN5A
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
TNF
  • CO
  •   
  •   
  •   
  • GN
Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
DHFR Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
dofetilide Uncurated Annotation Trimethoprim may significantly reduced the clearance of Dofetilide. Trimethoprim is a cation transport inhibitor and may interfere with renal excretion of Dofetilide. Concomitant use is contraindicated. (source: Drug Bank)
leucovorin Uncurated Annotation The efficacy of Trimethoprim may be reduced by Leucovorin (folinic acid). The antibiotic, Trimethoprim, acts by blocking bacterial folic acid metabolism. Leucovorin may reduce the efficacy of Trimethoprim by providing an alternate source of folic acid. The therapeutic effect of Trimethoprim should be closely monitored. (source: Drug Bank)
methotrexate Uncurated Annotation Trimethoprim may increase the adverse/toxic effects of Methotrexate (e.g. bone marrow suppression). Concomitant use should be avoided or closely monitored for Methotrexate toxicity. (source: Drug Bank)
procainamide Uncurated Annotation Trimethoprim may reduce the clearance of Procainamide. Alternative treatments should be considered. If Trimethoprim is initiated or the dose is increased, monitor for increased toxicity of Procainamide (e.g. QTc intervals, EKG, serum drug concentrations). If Trimethoprim is discontinued or the dose decreased, monitor for reduced effects of Procainamide. (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Heart Arrest
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Seizures
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Syncope
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Tachycardia, Ventricular
  •   
  • PD
  •   
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Torsades de Pointes
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Ventricular Fibrillation
  •   
  • PD
  •   
  •   
  •   
Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Curated Phenotype Datasets

These datasets are sorted alphabetically by title.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. Physicochemical determinants of human renal clearance
  2. Serious Adverse Events Consortium (SAEC) Serious Skin Rash Study (v1.0)
  3. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

Downloads

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LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00440
ChEBI ID:
9731
KEGG Compound ID:
C01965
KEGG Drug ID:
D00145
PubChem Compound ID:
5578
PubChem Substance ID:
156267

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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