CAS 27653-69-6

3-Demethyltrimethoprim

Description:

3-Demethyltrimethoprim is a chemical compound that is a derivative of trimethoprim, which is an antibiotic commonly used to treat bacterial infections. This substance is characterized by its structural modification, specifically the removal of a methyl group from the trimethoprim molecule. It typically exhibits antibacterial properties, although its efficacy may differ from that of its parent compound. The molecular formula of 3-Demethyltrimethoprim reflects its composition, which includes carbon, hydrogen, nitrogen, and oxygen atoms. The compound is often studied in the context of pharmacology and microbiology, particularly regarding its mechanism of action, which involves inhibition of bacterial dihydrofolate reductase, an enzyme critical for folate synthesis. Additionally, 3-Demethyltrimethoprim may be of interest in research related to antibiotic resistance and the development of new antimicrobial agents. Its physical and chemical properties, such as solubility and stability, can influence its behavior in biological systems and its potential therapeutic applications.

Formula: C₁₃H₁₆N₄O₃

InChI: InChI=1S/C13H16N4O3/c1-19-10-5-7(4-9(18)11(10)20-2)3-8-6-16-13(15)17-12(8)14/h4-6,18H,3H2,1-2H3,(H4,14,15,16,17)

InChI key: InChIKey=HWBPOLWLLFXEJY-UHFFFAOYSA-N

SMILES: O(C)C1=C(OC)C=C(CC=2C(N)=NC(N)=NC2)C=C1O

Synonyms:

• 2,4-Diamino-5-(3-hydroxy-4,5-dimethoxybenzyl)pyrimidine
• Phenol, 5-[(2,4-diamino-5-pyrimidinyl)methyl]-2,3-dimethoxy-
• 5-[(2,4-Diamino-5-pyrimidinyl)methyl]-2,3-dimethoxyphenol
• m-Cresol, α-(2,4-diamino-5-pyrimidinyl)-5,6-dimethoxy-
• 3-Demethyltrimethoprim

3-Desmethyl Trimethoprim

CAS: 27653-69-6

Formula: C₁₃H₁₆N₄O₃

Color and Shape: Solid

Molecular weight: 276.2911

Ref: IN-DA002UCG

3-Desmethyl Trimethoprim

Controlled Product

CAS: 27653-69-6

Applications 3-Desmethyl Trimethoprim is a metabolite of Trimethoprim (T795615); an antibacterial agent that is commonly prescribed in conjunction with Sulfametoxazole (S699086) to treat patients afflicted with urinary tract infections. 3-Desmethyl Trimethoprim gets excreted in the urine of rats, dogs, and man in the form of glucuronides.
References Roth, B., et al.: J. Med. Chem., 24, 933 (1981); Liu, Z., et al.: Biomed. Chromatogr., 26, 1101 (2012); Schwartz, D. E., Arzneimittel-Forsch., 20, 1867 (1970)

Formula: C₁₃H₁₆N₄O₃

Color and Shape: White To Light Brown

Molecular weight: 276.29

Ref: TR-D295705

3-Desmethyl Trimethoprim-d3

Controlled Product

CAS: 27653-69-6

Formula: C₁₃D₃H₁₃N₄O₃

Color and Shape: Neat

Molecular weight: 279.31

Ref: TR-D295706