CAS 2002-59-7

6-thioxanthine

Description:

6-Thioxanthine is a purine derivative and a sulfur-containing analog of xanthine, characterized by the presence of a thiol group at the 6-position of the xanthine structure. This compound is typically a white to off-white solid and is soluble in water and various organic solvents, which facilitates its use in biochemical applications. It exhibits properties similar to other purines, participating in various biological processes, particularly in nucleic acid metabolism. 6-Thioxanthine can act as a substrate for certain enzymes and may influence metabolic pathways involving purine nucleotides. Its potential pharmacological applications are of interest, particularly in the context of research on nucleoside analogs and their effects on cellular processes. Additionally, the compound's stability and reactivity can be influenced by environmental conditions such as pH and temperature. Overall, 6-thioxanthine serves as a valuable compound in both research and potential therapeutic contexts, warranting further investigation into its biological roles and applications.

Formula: C₅H₄N₄OS

InChI: InChI=1S/C5H4N4OS/c10-5-8-3-2(4(11)9-5)6-1-7-3/h1H,(H3,6,7,8,9,10,11)

InChI key: InChIKey=RJOXFJDOUQJOMQ-UHFFFAOYSA-N

SMILES: S=C1C2=C(NC(=O)N1)N=CN2

Synonyms:

• 1,3,6,9-Tetrahydro-6-thioxo-2H-purin-2-one
• 2-Hydroxy-6,7-dihydro-1H-purine-6-thione
• 2-Hydroxy-6-mercaptopurine
• 2-Hydroxy-6-thiopurine
• 2H-Purin-2-one, 1,3,6,7-tetrahydro-6-thioxo-
• 2H-Purin-2-one, 1,3,6,9-tetrahydro-6-thioxo-
• 3,6-Dihydro-6-thioxo-9H-purine-2(1H)-one
• 6-Mercaptoxanthine
• 6-thioxo-1,3,5,6-tetrahydro-2H-purin-2-one
• 6-thioxo-1,3,6,7-tetrahydro-2H-purin-2-one
• 6-thioxo-6,7-dihydro-3H-purin-2-olate
• Ai3-52244
• Nsc 12160
• Thioxanthine
• Xanthine, 6-thio-
• 6-Thioxanthine
• 1,3,6,7-Tetrahydro-6-thioxo-2H-purin-2-one
• Imidazolo[4, 5-d]pyrimidin-6(5H)-one, 4, 7-dihydro-4-thione-
• 6-Thioxo-3,6-dihydro-7H-purine-2(1H)-one
• 6-Thioxo-1,3,6,7-tetrahydro-purin-2-one
• 6-THIO-2-HYDROXYPURINE
• 6-Mercapto-9H-purine-2-ol
• 6-Thioxo-1,3,6,9-tetrahydro-2H-purin-2-one

2H-Purin-2-one, 1,3,6,9-tetrahydro-6-thioxo-

CAS: 2002-59-7

Formula: C₅H₄N₄OS

Purity: 94%

Color and Shape: Solid

Molecular weight: 168.1765

Ref: IN-DA002CM1

6-Thioxo-1,3,6,9-tetrahydro-2H-purin-2-one

CAS: 2002-59-7

6-Thioxo-1,3,6,9-tetrahydro-2H-purin-2-one

Purity: 95%

Molecular weight: 168.18g/mol

Ref: 54-OR94042

6-Thioxanthine

CAS: 2002-59-7

Formula: C₅H₄N₄OS

Purity: >95.0%(qNMR)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 168.17

Ref: 3B-T4235

6-Thioxanthine

Controlled Product

CAS: 2002-59-7

Applications A metabolite of 6-Mercaptopurine (M225450).
References Zimm, S., et al.: Biochem. Pharmacol., 33, 4089 (1984), Lennard, L., et al.: Clin. Pharmacol. Ther., 46, 149 (1989), Knoester, P., et al.: Anticancer Res., 13, 1795 (1993), McLeod, H., et al.: Leukemia, 14, 567 (2000),

Formula: C₅H₄N₄OS

Color and Shape: Neat

Molecular weight: 168.18

Ref: TR-T385800

6-Mercapto-9H-purin-2-ol

CAS: 2002-59-7

Formula: C₅H₄N₄OS

Purity: 98%

Color and Shape: Solid

Molecular weight: 168.17

Ref: 10-F077106

6-Mercapto-9H-purin-2-ol

CAS: 2002-59-7

6-Mercapto-9H-purin-2-ol (6MP) is a purine nucleoside that is used as an antimicrobial agent. It inhibits the enzyme adenosine deaminase, which converts adenosine to inosine, and therefore prevents the production of purines. 6MP has been shown to be effective against inflammatory bowel disease and bowel disease in animal models. At high concentrations, it has been shown to inhibit subcutaneous tumors in mice. 6MP also inhibits the metabolism of certain drugs such as rifampicin and phenytoin, thereby increasing their plasma concentration. 6MP has been shown to be effective against resistant mutants for some bacteria such as Salmonella enterica serovar Typhimurium and Escherichia coli through inhibition of beta-lactamases. The mechanism of action for 6MP is similar to that of β-lactams antibiotics, which are inhibitors of bacterial cell wall synthesis

Formula: C₅H₄N₄OS

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 168.18 g/mol

Ref: 3D-FM154145