T0667

Trimethoprim lactate salt

≥98%

• Synonym(s): 5-(3,4,5-Trimethoxybenzyl)pyrimidine-2,4-diamine 2-hydroxypropanoate, 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine lactate salt
• Empirical Formula (Hill Notation): C₁₄H₁₈N₄O₃ · C₃H₆O₃
• CAS Number: 23256-42-0
• Molecular Weight: 380.40
• EC Number: 245-533-1
• MDL number: MFCD00171722
• UNSPSC Code: 51285203
• PubChem Substance ID: 329826610
• NACRES: NA.85

Properties

• Quality Level: 200
• Assay: ≥98%
• form: powder
• storage condition: (Keep container tightly closed in a dry and well-ventilated place.)
• color: white
• solubility: H₂O: soluble 20 mg/mL
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; mycobacteria
• Mode of action: DNA synthesis | interferes; enzyme | inhibits
• storage temp.: 2-8°C
• SMILES string: CC(O)C(O)=O.COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC
• InChI: 1S/C14H18N4O3.C3H6O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-2(4)3(5)6/h5-7H,4H2,1-3H3,(H4,15,16,17,18);2,4H,1H3,(H,5,6)
• InChI key: IIZVTUWSIKTFKO-UHFFFAOYSA-N

Description

General description

Chemical structure: pyrimidine

Application

Trimethoprim is primarily used as an antibacterial agent. It has dihydrofolate reductase inhibitor activity with selectivity for the prokaryote enzyme. It is used clinically to treat urinary tract infections, mild acute prostatitis, recurrent cystitis, asymptomatic bacteriuria during pregnancy and respiratory tract infections. Trimethoprim lactate salt is used as a selection agent.

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 prokaryote-specific dihydrofolate reductase (DHFR) 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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H301,H361d
• Precautionary Statements: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Repr. 2
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves