Drugs Information: Trimethoprim

Basic Information

ID DDInter1874
Drug Type small molecule
Molecular Formula C14H18N4O3
Molecular Weight 290.323
Description Trimethoprim is an antifolate antibacterial agent that inhibits bacterial dihydrofolate reductase (DHFR), a critical enzyme that catalyzes the formation of tetrahydrofolic acid (THF) - in doing so, it prevents the synthesis of bacterial DNA and ultimately continued bacterial survival.[L11893] Trimethoprim is often used in combination with [sulfamethoxazole] due to their complementary and synergistic mechanisms but may be used as a monotherapy in the treatment and/or prophylaxis of urinary tract infections.[L11893,L11830] It is structurally and chemically related to [pyrimethamine], another antifolate antimicrobial used in the treatment of plasmodial infections.[T707]
ATC Classification J01EE03 J01EA01 J04AM08 J01EE01 J01EE04 More
IUPAC Name 5-[(3,4,5-Trimethoxyphenyl)Methyl]Pyrimidine-2,4-Diamine
InChI Inchi=1S/C14H18N4O3/C1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/H5-7H,4H2,1-3H3,(H4,15,16,17,18)
InChI Key IEDVJHCEMCRBQM-UHFFFAOYSA-N
Canonical SMILES COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC
Useful Links DrugBank ChEMBL

Interactions with Trimethoprim

Severity level ID Name Mechanism Detail