CAS 342-69-8

6-Methylmercaptopurine riboside

Description:

6-Methylmercaptopurine riboside is a purine nucleoside derivative characterized by the presence of a ribose sugar linked to a 6-methylmercaptopurine base. This compound is notable for its role in nucleic acid metabolism and has implications in pharmacology, particularly in the context of purine metabolism and potential therapeutic applications. It exhibits properties typical of nucleosides, including the ability to participate in biochemical reactions involving nucleotides and nucleic acids. The presence of the methylthio group at the 6-position of the purine ring influences its biological activity and solubility. 6-Methylmercaptopurine riboside can be synthesized through various chemical pathways and is often studied for its effects on cell growth and proliferation, particularly in cancer research. Its CAS number, 342-69-8, is a unique identifier that facilitates the cataloging and identification of this compound in scientific literature and databases. Overall, this substance is of interest in both biochemical research and potential therapeutic applications due to its structural and functional characteristics.

Formula: C₁₁H₁₄N₄O₄S

InChI: InChI=1S/C11H14N4O4S/c1-20-10-6-9(12-3-13-10)15(4-14-6)11-8(18)7(17)5(2-16)19-11/h3-5,7-8,11,16-18H,2H2,1H3/t5-,7-,8-,11-/m1/s1

InChI key: InChIKey=ZDRFDHHANOYUTE-IOSLPCCCSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(SC)N=CN3)O[C@H](CO)[C@H]1O

Synonyms:

• 6-(Methylmercapto)-9-(β-<span class="text-smallcaps">D</span>-ribofuranosyl)purine
• 6-(Methylmercapto)purine ribonucleoside
• 6-(Methylthio)-9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-9H-purine
• 6-(Methylthio)-9-β-<span class="text-smallcaps">D</span>-ribofuranosylpurine
• 6-(Methylthio)purine ribonucleoside
• 6-Methylmercapto-9-(β-D-ribofuranosyl)purine
• 6-Methylthioinosine
• 6-Methylthiopurine riboside
• 6-Mmpr
• 6-S-Methyl-6-thioinosine
• 9H-Purine, 6-(methylthio)-9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• Inosine, 6-S-methyl-6-thio-
• Methylthioinosine
• NSC 40774
• NSC 49555
• Sq 21977
• β-<span class="text-smallcaps">D</span>-Ribosyl-6-methylthiopurine
• 6-Methylmercaptopurine riboside

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(methylthio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

CAS: 342-69-8

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(methylthio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

Purity: 98%

Molecular weight: 298.32g/mol

Ref: 54-OR1059382

6-Methylmercapto-9-(b-D-ribofuranosyl)purine

CAS: 342-69-8

Formula: C₁₁H₁₄N₄O₄S

Molecular weight: 298.32

Ref: 7W-GN6238

6-Methylmercaptopurine riboside

CAS: 342-69-8

6-Methylmercaptopurine riboside is a purine nucleoside analogue applicable to biochemical experiments and drug synthesis studies.

Formula: C₁₁H₁₄N₄O₄S

Color and Shape: Solid

Molecular weight: 298.32

Ref: TM-TNU0494

6-Methylmercaptopurine Riboside

Controlled Product

CAS: 342-69-8

Applications 6-Methylmercaptopurine Riboside (cas# 342-69-8) is a compound useful in organic synthesis.

Formula: C₁₁H₁₄N₄O₄S

Color and Shape: White To Off-White

Molecular weight: 298.32

Ref: TR-M321035

6-Methylmercapto-9-(b-D-ribofuranosyl)purine

CAS: 342-69-8

6-Methylmercapto-9-(b-D-ribofuranosyl)purine (6MMPR) is a nucleotide analog that is synthesized through the process of ribosylation. It has been shown to be reactive and inflammatory in the colon, which may be due to its role as an enzyme inhibitor. 6MMPR inhibits target enzymes such as 2-methylthio-6-chloropurine riboside, which are involved in DNA synthesis and repair. This drug also has anti-inflammatory properties, which may be due to its ability to inhibit the production of inflammatory cytokines by activated immune cells. 6MMPR is used for the treatment of bowel diseases such as Crohn's disease and ulcerative colitis.

Formula: C₁₁H₁₄N₄O₄S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 298.32 g/mol

Ref: 3D-NM06304

6-Methylmercaptopurine Riboside-d3 (Major)

Controlled Product

CAS: 342-69-8

Applications 6-Methylmercaptopurine Riboside-d3 is the isotope labelled analog of 6-Methylmercaptopurine Riboside (M321035); a thiopurine prodrug used as potential treatment for patients with inflammatory bowel disease.
References Haglund, S., et al.: Therap. Drug. Monitor., 33, 200 (2011); Arendt, C.S., et al.: J. BIol. Chem., 285, 6024 (2010); Fotoohi, A.K., et al.: Biochem. Pharmacol., 72, 816 (2006)

Formula: C₁₁H₁₁D₃N₄O₄S

Color and Shape: White To Off-White

Molecular weight: 301.34

Ref: TR-M321038