CAS 303173-39-9

2-amino-9-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-8-[[6-phenyl-1-(trideuteriomethyl)imidazo[4,5-b]pyridin-2-yl]amino]-1H-purin-6-one

Description:

The chemical substance known as 2-amino-9-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-8-[[6-phenyl-1-(trideuteriomethyl)imidazo[4,5-b]pyridin-2-yl]amino]-1H-purin-6-one, with the CAS number 303173-39-9, is a complex organic molecule characterized by its purine base structure, which is a key component in various biological processes, including nucleic acid formation. This compound features multiple functional groups, including amino, hydroxyl, and imidazo-pyridine moieties, contributing to its potential biological activity. The presence of a tetrahydrofuran ring indicates a chiral center, which may influence its pharmacological properties and interactions with biological targets. The incorporation of deuterium in the trideuteriomethyl group suggests applications in isotopic labeling, potentially aiding in studies of metabolic pathways or drug metabolism. Overall, this compound's intricate structure and functional diversity make it a subject of interest in medicinal chemistry and drug development, particularly in the context of targeting specific biological pathways or diseases.

Formula: C₂₃H₂₀D₃N₉O₄

InChI: InChI=1/C23H23N9O4/c1-31-13-7-12(11-5-3-2-4-6-11)9-25-18(13)27-22(31)30-23-26-17-19(28-21(24)29-20(17)35)32(23)16-8-14(34)15(10-33)36-16/h2-7,9,14-16,33-34H,8,10H2,1H3,(H3,24,28,29,35)(H,25,26,27,30)/t14-,15-,16-/m1/s1/i1D3

SMILES: C(n1c2cc(cnc2nc1Nc1nc2c([nH]c(=N)nc2O)n1[C@H]1C[C@H]([C@@H](CO)O1)O)c1ccccc1)([2H])([2H])[2H]

Synonyms:

• 2'-Deoxy-8-[[1-(methyl-d3)-6-phenyl-1H-imidazo[4,5-b]pyridin-2-yl]amino]guanosine
• N-(DEOXYGUANOSIN-8-YL)-2-AMINO-1-METHYL-D3-6-PHENYLIMIDAZO[4,5-B]PYRIDINE
• DG-C8-PHIP-D3
• N-(Deoxyguanosin-8-yl)-2-amino-1-(methyl-d3)-6-phenylimidazo[4,5-]pyridine
• 8-(2-Amino-1-methyl-D3-6-phenylimidazo[4,5-b]pyridyl-2'-deoxyguanosine

8-(2-Amino-1-methyl-D3-6-phenylimidazo[4,5-b]pyridyl-2''-deoxyguanosine

CAS: 303173-39-9

Ref: 7W-GN2396

8-(2-Amino-1-methyl-D3-6-phenylimidazo[4,5-b]pyridyl-2'-deoxyguanosine

Controlled Product

CAS: 303173-39-9

8-(2-Amino-1-methyl-D3-6-phenylimidazo[4,5-b]pyridyl-2'-deoxyguanosine) is a modified nucleoside that is used as an antiviral agent. It is not active against DNA viruses but has been shown to inhibit the replication of RNA viruses such as human immunodeficiency virus type 1 (HIV). 8-(2-Amino-1-methyl-D3-6-phenylimidazo[4,5-b]pyridyl)-2'-deoxyguanosine has been found to be more effective than acyclovir (Zovirax), a commonly used antiviral drug. This nucleoside also has anticancer properties, which may be due to its ability to inhibit the synthesis of DNA and RNA.

Formula: C₂₃H₂₀D₃N₉O₄

Purity: Min. 95%

Molecular weight: 492.5 g/mol

Ref: 3D-NA05715

N-(Deoxyguanosin-8-yl)-2-amino-1-(methyl-d3)-6-phenylimidazo[4,5-β]pyridine

Controlled Product

CAS: 303173-39-9

Applications The deuterated DNA adduct formed from N-Hydroxy-PHIP. Mutagenic nucleotide incorporation and hindered translocation by a food carcinogen C8-dG adduct in Sulfolobus solfataricus P2 DNA polymerase IV (Dpo4).
References Frandsen, H., et al.: Carcinogenesis, 13, 4, 629 (1992), Lin, D., et al.: Chem. Res. Toxicol., 5, 691 (1993), Mizukami, S., et al.: Biochemistry, 45, 2772 (2006),

Formula: C₂₃₂H₃H₂₀N₉O₄

Color and Shape: Neat

Molecular weight: 492.51

Ref: TR-D239632