CAS 738-70-5: Trimethoprim
Description:Trimethoprim is an antibiotic primarily used to treat bacterial infections, particularly urinary tract infections. It functions as a dihydrofolate reductase inhibitor, disrupting the bacterial synthesis of folate, which is essential for DNA and RNA production. The chemical formula of trimethoprim is C14H18N4O3, and it has a molecular weight of approximately 290.33 g/mol. This compound is typically a white to off-white crystalline powder that is soluble in water and methanol but has limited solubility in organic solvents like chloroform. Trimethoprim exhibits a moderate to high bioavailability when administered orally and is often combined with sulfamethoxazole to enhance its antibacterial efficacy, as seen in the co-trimoxazole formulation. Its pharmacokinetics include rapid absorption and distribution, with a half-life that allows for once or twice daily dosing. Trimethoprim is generally well-tolerated, though it can cause side effects such as gastrointestinal disturbances and, in rare cases, hematological reactions.
Formula:C14H18N4O3
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:InChIKey=IEDVJHCEMCRBQM-UHFFFAOYSA-N
SMILES:N=1C=C(C(=NC1N)N)CC2=CC(OC)=C(OC)C(OC)=C2
- Synonyms:
- 2,4-Diamino-5-(3',4',5'-trimethoxybenzyl)pyrimidine
- 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine
- 2,4-Pyrimidinediamine, 5-[(3,4,5-trimethoxyphenyl)methyl]-
- 5-((3,4,5-Trimethoxyphenyl)Methyl)-2,4-Pyrimidinediamine
- 5-(3,4,5-Trimethoxybenzyl)Pyrimidine-2,4-Diyldiamine
- Antibiotic synergist
- Bw 56-72
- Infectotrimet
- Instalac
- Monotrim
- See more synonyms
- Nih 204
- Nsc 106568
- Proloprim
- Pyrimidine, 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-
- Syraprim
- Tiempe
- Trimanyl
- Trimethioprim
- Trimethoprim Crystalline
- Trimethoprim(TMP)
- Trimethoprime
- Trimetoprim
- Trimetoprima
- Trimogal
- Trimopan
- Trimpex
- Triprim
- Uretrim
- Wellcoprim
