Trimethoprim

Class: Diaminopyrimidine

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Inhibits dihydrofolic acid reductase and thus, the synthesis of purine. Active against many Gram-psitive, Gram-negative strains, and protozoal pathogens
Description:	Synthetic compound. Mostly used in fixed combination with sulfamethoxazole (synergistic combination) for treatment and prophylaxis. Oral and parenteral application.
Year first mentioned:	1962
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	COC1=CC(=CC(=C1OC)OC)CC2=C(N)N=C(N)N=C2
Isomeric SMILES:	COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N
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
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5578

External links:
Guide to Pharmacology:	trimethoprim
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC473737/
Citations:	https://academic.oup.com/jac/article-abstract/5/Supplement_B/27/724655?redirectedFrom=fulltext https://pubmed.ncbi.nlm.nih.gov/8195838/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1147852/