Trimethoprim sulfateProduct ingredient for Trimethoprim
- Name
- Trimethoprim sulfate
- Drug Entry
- Trimethoprim
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.14 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.14,16 It is structurally and chemically related to pyrimethamine, another antifolate antimicrobial used in the treatment of plasmodial infections.11
- Accession Number
- DBSALT001471
- Structure
- Synonyms
- Not Available
- UNII
- E377MF8EQ8
- CAS Number
- 56585-33-2
- Weight
- Average: 678.72
Monoisotopic: 678.24316063 - Chemical Formula
- C28H38N8O10S
- InChI Key
- UILMMYFRNCCPLK-UHFFFAOYSA-N
- InChI
- InChI=1S/2C14H18N4O3.H2O4S/c2*1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-5(2,3)4/h2*5-7H,4H2,1-3H3,(H4,15,16,17,18);(H2,1,2,3,4)
- IUPAC Name
- bis(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine); sulfuric acid
- SMILES
- OS(O)(=O)=O.COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC.COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC
- External Links
- ChemSpider
- 58463
- ChEMBL
- CHEMBL2110367
- Wikipedia
- Trimethoprim
- Predicted Properties
Property Value Source Water Solubility 0.615 mg/mL ALOGPS logP 1.26 ALOGPS logP 1.28 Chemaxon logS -2.7 ALOGPS pKa (Strongest Acidic) 17.33 Chemaxon pKa (Strongest Basic) 7.16 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 105.51 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 81.51 m3·mol-1 Chemaxon Polarizability 29.71 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon