CAS 3021-21-4

Inosine, 6-thio-, 2′,3′,5′-triacetate

Description:

Inosine, 6-thio-, 2′,3′,5′-triacetate, with the CAS number 3021-21-4, is a modified nucleoside derivative of inosine. This compound features a thio group at the 6-position of the purine ring, which enhances its biochemical properties and potential applications in medicinal chemistry. The triacetate moiety indicates that three acetyl groups are esterified to the hydroxyl groups at the 2′, 3′, and 5′ positions of the ribose sugar, which can influence its solubility and stability. Inosine derivatives are often studied for their roles in cellular metabolism and potential therapeutic effects, including antiviral and neuroprotective properties. The presence of the thio group may also affect its interaction with enzymes and receptors, making it a subject of interest in pharmacological research. Overall, this compound exemplifies the structural modifications that can be employed to enhance the biological activity of nucleosides.

Formula: C₁₆H₁₈N₄O₇S

InChI: InChI=1S/C16H18N4O7S/c1-7(21)24-4-10-12(25-8(2)22)13(26-9(3)23)16(27-10)20-6-19-11-14(20)17-5-18-15(11)28/h5-6,10,12-13,16H,4H2,1-3H3,(H,17,18,28)/t10-,12-,13-,16-/m1/s1

InChI key: InChIKey=MENHRYRSGYYUJA-XNIJJKJLSA-N

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

Synonyms:

• 6-Thioinosine 2′,3′,5′-triacetate
• 9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-3,9-dihydro-6H-purine-6-thione
• 9-(2,3,5-tri-O-acetylpentofuranosyl)-3,9-dihydro-6H-purine-6-thione
• 9H-Purine-6-thiol, 9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, 2′,3′,5′-triacetate
• Inosine, 6-thio-, 2′,3′,5′-triacetate
• NSC 66385
• 9H-Purine-6-thiol, 9-β-D-ribofuranosyl-, 2′,3′,5′-triacetate
• 6-Thioinosine 2',3',5'-triacetate

6-Mercaptopurine-9-β-D-ribofuranoside 2',3',5'-Triacetate

Controlled Product

CAS: 3021-21-4

Applications 2',3',5'-Triacetate derivative of 6-Mercaptopurine-9-β-D-ribofuranoside (M257125), a substrate for adenosine deaminase.
References Kashida, T., et al.: Biol. Pharma. Bull., 18, 1492 (1995); Sloan, K.B., et al.: J. Pharma. Sci., 72, 372 (1983);

Formula: C₁₆H₁₈N₄O₇S

Color and Shape: Neat

Molecular weight: 410.4

Ref: TR-M257130