CAS 69992-10-5

2-amino-9-(3,5-di-O-acetyl-2-deoxypentofuranosyl)-3,9-dihydro-6H-purin-6-one

Description:

2-amino-9-(3,5-di-O-acetyl-2-deoxypentofuranosyl)-3,9-dihydro-6H-purin-6-one, with the CAS number 69992-10-5, is a purine derivative characterized by its structural complexity, which includes an amino group and a furanosyl sugar moiety. This compound features a di-O-acetyl modification, enhancing its solubility and stability, which is significant for biological activity. The presence of the 2-deoxypentofuranosyl group suggests potential applications in nucleoside analogs, which can be important in antiviral and anticancer therapies. The purine base structure is crucial for its role in nucleic acid metabolism and cellular functions. Additionally, the compound's diacetyl groups may influence its interaction with biological targets, potentially affecting its pharmacokinetics and bioavailability. Overall, this compound exemplifies the intricate relationship between structure and function in medicinal chemistry, highlighting the importance of modifications in enhancing therapeutic efficacy.

Formula: C₁₄H₁₇N₅O₆

InChI: InChI=1/C14H17N5O6/c1-6(20)23-4-9-8(24-7(2)21)3-10(25-9)19-5-16-11-12(19)17-14(15)18-13(11)22/h5,8-10H,3-4H2,1-2H3,(H3,15,17,18,22)

SMILES: CC(=O)OCC1C(CC(n2cnc3c2[nH]c(=N)nc3O)O1)OC(=O)C

Synonyms:

• 3',5'-Di-O-acetyldeoxyguanosine
• 2'-DEOXY-3',5'-DI-O-ACETYLGUANOSINE
• 3',5'-Di-O-acetyl-2'-deoxy-D-guanosine
• Nsc76761
• 3',5'-DI-O-ACETYL-2'-DEOXYGUANOSINE
• 3',5'-O-Diacetyl-2'-deoxyguanosine
• 2'-Deoxy-guanosine 3',5'-Diacetate
• 2'-Deoxyguanosine 3',5'-Diacetate

3'',5''-Di-O-acetyl-2''-deoxyguanosine

CAS: 69992-10-5

Ref: 7W-GN1998

2'-Deoxy-3',5'-di-O-acetylguanosine

Controlled Product

CAS: 69992-10-5

Applications 2’-Deoxy-3’,5’-di-O-acetylguanosine reacts with hypobromous acid (HOBr) to form a major product, spiroiminodihydantoin.
References Suzuki, T., et al.: Bioorg. Med. Chem., 21, 3674-3679 (2013)

Formula: C₁₄H₁₇N₅O₆

Color and Shape: Neat

Molecular weight: 351.31

Ref: TR-D232635

3',5'-Di-O-acetyl-2'-deoxyguanosine

CAS: 69992-10-5

3',5'-Di-O-acetyl-2'-deoxyguanosine is a nucleoside that is activated by hypochlorous acid to form a reactive intermediate, which can then react with other molecules. 3',5'-Di-O-acetyl-2'-deoxyguanosine has been shown to be selectively cytotoxic to human tumor cells and may be used as a radiosensitizer for cancer treatment. The reaction products of this compound include hypochlorite and hydrogen peroxide, which are strong oxidizing agents that cause tissue injury. This compound is also an effective reagent for the detection of myeloperoxidase in plasma samples.

Formula: C₁₄H₁₇N₅O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 351.32 g/mol

Ref: 3D-ND04500