Trimethoprim
SIGMA/T7883 - ≥98.5%
Synonym: 2,4-
CAS Number: 738-70-5
Empirical Formula (Hill Notation): C14H18N4O3
Molecular Weight: 290.32
EC Number: 212-006-2
MDL Number: MFCD00036761
Linear Formula: C14H18N4O3
Product Type: Chemical
antibiotic activity spectrum | Gram-negative bacteria |
Gram-positive bacteria | |
mycobacteria | |
assay | ≥98.5% |
color | white to light yellow |
form | powder |
InChI | 1S/C14H18N4O3/c1-19-10-5- |
InChI key | IEDVJHCEMCRBQM-UHFFFAOYSA |
mode of action | DNA synthesis | interferes |
enzyme | inhibits | |
Quality Level | 200 ![]() |
SMILES string | COc1cc(Cc2cnc(N)nc2N)cc(O |
solubility | DMSO: soluble |
storage condition | (Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.) |
storage temp. | 2-8°C |
Application: | Primarily used as an antibacterial agent. Dihydrofolate reductase inhibitor with selectivity for the prokaryote enzyme. |
Application: | Trimethoprim is primarily used as an antibacterial agent. It has dihydrofolate reductase inhibitor activity with selectivity for the prokaryote enzyme. It is used to treat urinary tract infections, mild acute prostatitis, recurrent cystitis, asymptomatic bacteriuria during pregnancy and respiratory tract infections. |
Biochem/physiol Actions: | The combination of trimethoprim and sulfamethoxazole interferes with the cellular metabolism of folic acid in the bacterial cell by blocking the biosynthesis of nucleotides. Trimethoprim binds to dihydrofolate reductase and inhibits the reduction of dihydrofolic acid (DHF) to tetrahydrofolic acid (THF). THF is an essential precursor in the thymidine synthesis pathway and interference with this pathway inhibits bacterial DNA synthesis. |
General description: | Chemical structure: pyrimidine |
Other Notes: | Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. |
Packaging: | 5G,25G,100G |
Symbol | ![]() ![]() |
Signal word | Danger |
Hazard statements | H301 - H361d |
Precautionary statements | P202 - P264 - P270 - P280 - P301 + P310 - P405 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥98.5% |
Storage Temp. | 2-8°C |
UNSPSC | 51101500 |