CAS 574-25-4

6-Thioinosine

Description:

6-Thioinosine is a purine nucleoside analog characterized by the presence of a sulfur atom at the 6-position of the inosine molecule. Its chemical formula is C10H12N4O5S, and it features a ribose sugar linked to a modified purine base. This compound is notable for its potential biological activity, particularly in the context of antiviral and anticancer research, as it can interfere with nucleic acid metabolism. 6-Thioinosine is soluble in water and exhibits properties typical of nucleosides, such as the ability to participate in hydrogen bonding due to its hydroxyl and amino groups. The presence of the thio group can enhance its stability and alter its interaction with enzymes and receptors compared to its parent compound, inosine. As a result, 6-thioinosine is of interest in medicinal chemistry and biochemistry for its potential therapeutic applications and its role in studying nucleoside metabolism.

Formula: C₁₀H₁₂N₄O₄S

InChI: InChI=1S/C10H12N4O4S/c15-1-4-6(16)7(17)10(18-4)14-3-13-5-8(14)11-2-12-9(5)19/h2-4,6-7,10,15-17H,1H2,(H,11,12,19)/t4-,6-,7-,10-/m1/s1

InChI key: InChIKey=NKGPJODWTZCHGF-KQYNXXCUSA-N

SMILES: O[C@H]1[C@H](N2C3=C(N=C2)C(=S)N=CN3)O[C@H](CO)[C@H]1O

Synonyms:

• 6-Mercapto-9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-9H-purine
• 6-Mercaptoinosine
• 6-Mercaptopurine 9-β-<span class="text-smallcaps">D</span>-ribofuranoside
• 6-Mercaptopurine ribonucleoside
• 6-Mercaptopurine riboside
• 6-Mpr
• 6-Thiopurine ribonucleoside
• 6-Thiopurine riboside
• 6H-Purine-6-thione, 1,9-dihydro-9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• 9-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-6-mercaptopurine
• 9-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-9H-purine-6-thiol
• 9-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-9H-purine-6-thione
• 9-β-<span class="text-smallcaps">D</span>-Ribofuranosylpurine-6-thiol
• 9-β-<span class="text-smallcaps">D</span>-Ribofuranosylpurine-6-thione
• 9H-Purine-6(1H)-thione, 9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• 9H-Purine-6-thiol, 9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• Chembridge 5676375
• Inosine, 6-thio-
• NSC 4911
• Ribosyl-6-thiopurine
• Thioinosine
• 6-Thioinosine
• 9H-Purine-6(1H)-thione, 9-β-D-ribofuranosyl-

6-MERCAPTOPURINE RIBOSIDE

CAS: 574-25-4

Purity: 95.0%

Color and Shape: Liquid, No data available.

Molecular weight: 284.29

Ref: 10-F513018

6-MERCAPTOPURINE RIBOSIDE

CAS: 574-25-4

Formula: C₁₀H₁₂N₄O₄S

Purity: 98%

Color and Shape: Solid

Molecular weight: 284.2917

Ref: IN-DA00E9GJ

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

CAS: 574-25-4

Ref: 7W-GN2522

6-​Thioinosine

CAS: 574-25-4

6-​Thioinosine

Purity: ≥95%

Molecular weight: 284.29g/mol

Ref: 54-BUP09885

6-​Thioinosine

CAS: 574-25-4

Molecular weight: 284.29

Ref: 10-F987000

Azathioprine Impurity 16 (6-Thioinosine)

CAS: 574-25-4

Formula: C₁₀H₁₂N₄O₄S

Molecular weight: 284.29

Ref: 4Z-A-154023

6-​Thioinosine

CAS: 574-25-4

6-Thioinosine (6TI) is a purine antimetabolite, acts as an anti-adipogenesis agent.

Formula: C₁₀H₁₂N₄O₄S

Purity: 97.74%

Color and Shape: Solid

Molecular weight: 284.29

Ref: TM-T7621

6-Thioinosine

CAS: 574-25-4

6-Thioinosine is a nucleoside analog that is chemically related to 6-mercaptopurine. It inhibits the polymerase chain reaction and has been shown to inhibit aerobic metabolism in aerobacter aerogenes. It also inhibits the growth of hl-60 cells, which are derived from human leukemia cells. 6-Thioinosine has been shown to have anti-inflammatory properties, which may be due to its ability to inhibit prostaglandin synthesis. It also blocks the activity of certain receptors and has a disease activity against infectious diseases such as systemic candidiasis, bacterial endocarditis, and bowel disease.

Formula: C₁₀H₁₂N₄O₄S

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 284.29 g/mol

Ref: 3D-NT08808

6-Mercaptopurine-9-b-D-ribofuranoside (~90%)

Controlled Product

CAS: 574-25-4

Stability Hygroscopic
Applications A substrate for adenosine deaminase.
References Mol. Pharmacol., 2, 574 (1966)

Formula: C₁₀H₁₂N₄O₄S

Purity: ~90%

Color and Shape: Neat

Molecular weight: 284.29

Ref: TR-M257125

Mercaptopurine Impurity 6

CAS: 574-25-4

Formula: C₁₀H₁₂N₄O₄S

Molecular weight: 284.29

Ref: ST-EA-CP-M81013