CAS 2133-80-4

5-Amino-3,6-dihydro-3-β-D-ribofuranosyl-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one

Description:

5-Amino-3,6-dihydro-3-β-D-ribofuranosyl-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one, with CAS number 2133-80-4, is a nucleoside analog that exhibits structural features characteristic of both triazole and pyrimidine derivatives. This compound contains a ribofuranosyl moiety, which is a sugar component that is integral to nucleosides, contributing to its biological activity. The presence of an amino group enhances its potential for hydrogen bonding, which may influence its interaction with biological targets, such as enzymes or nucleic acids. The triazolo-pyrimidine framework suggests potential applications in medicinal chemistry, particularly in the development of antiviral or anticancer agents, as many compounds with similar structures have shown promising pharmacological properties. Additionally, the compound's solubility, stability, and reactivity can be influenced by its functional groups, making it a subject of interest in both synthetic and medicinal chemistry research. Overall, this compound represents a unique class of nucleoside analogs with potential therapeutic applications.

Formula: C₉H₁₂N₆O₅

InChI: InChI=1S/C9H12N6O5/c10-9-11-6-3(7(19)12-9)13-14-15(6)8-5(18)4(17)2(1-16)20-8/h2,4-5,8,16-18H,1H2,(H3,10,11,12,19)/t2-,4-,5-,8-/m1/s1

InChI key: InChIKey=QOVIBFFZCVPCEI-UMMCILCDSA-N

SMILES: O=C1C2=C(N(N=N2)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)NC(N)=N1

Synonyms:

• 3H-v-Triazolo[4,5-d]pyrimidin-7(6H)-one, 5-amino-3-β-D-ribofuranosyl-
• 7H-v-Triazolo[4,5-d]pyrimidin-7-one, 5-amino-3,6-dihydro-3-β-D-ribofuranosyl-
• 3H-v-Triazolo[4,5-d]pyrimidin-7-ol, 5-amino-3-β-D-ribofuranosyl-
• 7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one, 5-amino-3,4-dihydro-3-β-D-ribofuranosyl-
• 7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one, 5-amino-3,6-dihydro-3-β-D-ribofuranosyl-

8-Azaguanosine

CAS: 2133-80-4

8-Azaguanosine

Purity: ≥98%

Molecular weight: 284.23g/mol

Ref: 54-BUP01732

8-Azaguanosine

CAS: 2133-80-4

8-Azaguanosine is a purine nucleoside analog with a broad spectrum of antitumor activity and is used in the study of a variety of tumor diseases.

Formula: C₉H₁₂N₆O₅

Purity: 99.15%

Color and Shape: Solid

Molecular weight: 284.23

Ref: TM-TNU0541

8-Azaguanosine

Controlled Product

CAS: 2133-80-4

Formula: C₉H₁₂N₆O₅

Color and Shape: Neat

Molecular weight: 312.37

Ref: TR-A797310

8-Azaguanosine

CAS: 2133-80-4

8-Azaguanosine is a potent inhibitor of kinases that has been shown to have anticancer properties. It can be found in urine and is known to inhibit protein synthesis, leading to apoptosis in human cancer cells. This compound has also been studied as an analog of saxagliptin, a diabetes medication that inhibits dipeptidyl peptidase-4 (DPP-4) enzymes. 8-Azaguanosine has been found to be a potent inhibitor of DPP-4, which may contribute to its anticancer effects by blocking the degradation of incretin hormones. In Chinese hamster ovary cells, this compound has been shown to induce tumor cell death and inhibit cell proliferation. Its potential as a cancer treatment makes it an important area of research for future drug development.

Formula: C₉H₁₂N₆O₅

Purity: Min. 95%

Molecular weight: 284.23 g/mol

Ref: 3D-CAA13380