17318-21-7

Basic information

• Product Name: 4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE
• Synonyms: 8-AZA-7-DEAZA-2'-DEOXYADENOSINE (4-AMINO-1-(BETA-D-2-DEOXYRIBOFURANOSYL)PYRAZOLO[3,4-D]PYRIMIDINE);4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE;8-Aza-7-deaza-2'-deoxyadenosine
• CAS NO: 17318-21-7
• Molecular Formula: C₁₀H₁₃N₅O₃
• Molecular Weight: 251.24
• Mol File: 17318-21-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 599.3 °C at 760 mmHg
• Flash Point: 316.2 °C
• Appearance: /
• Density: 1.91 g/cm³
• CAS DataBase Reference: 4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE(17318-21-7)
• EPA Substance Registry System: 4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE(17318-21-7)

Safety Data

• Hazardous Substances Data: 17318-21-7(Hazardous Substances Data)

Usage

General Description

4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE is a chemical compound that is comprised of a 2'-deoxyribonucleoside linked to a pyrazolo[3,4-d]pyrimidine moiety at the 1-position. 4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE has potential biological and pharmaceutical applications due to its ability to affect cellular processes and functions. It has been studied for its potential antiviral and anticancer properties, as well as its ability to modulate cellular signaling pathways. Additionally, 4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL 2'-DEOXYRIBONUCLEOSIDE may be used as a research tool in the study of nucleic acid structure and function, and in the development of new therapeutic agents.

Upstream product

• 200066-12-2 4-amino-3-bromo-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 961-07-9 2'-Deoxyguanosine 
• 2380-63-4 4-Aminopyrazolo<3,4-d>pyrimidin 
• 452-51-7 D-2-deoxyribose 
• 5399-92-8 4-chloro-1H-pyrazolo[3,4-d]pyrimidine 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 5399-93-9 4-methoxy-1H-pyrazolo[3,4-d]-pyrimidine 
• 95087-06-2 2-(2-deoxy-β-D-erythro-pentofuranosyl)-4-methoxy-2H-pyrazolo<3,4-d>pyrimidine 
• 951-78-0 2'-deoxyuridine 
• 95087-09-5 1-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentafuranosyl>-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine 
• 91713-47-2 4-chloro-1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidine 
• 95087-08-4 1-(2-deoxy-β-D-erythro-pentofuranosyl)-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine 

Downstream Products

• 119803-27-9 4-(benzoylamino)-1-(2'-deoxy-5'-O-(dimethoxytrityl)-β-D-erythro-pentafuranosyl)-1H-pyrazolo<3,4-d>pyrimidine 
• 736138-76-4 7-[2-deoxy-5-O-(4,4'-dimethoxytriphenyl)methyl-β-D-erythropentofuranosyl]-4-isobutyrylamino-7H-pyrazolo[3,4-d][1,2,3]triazine 
• 119803-25-7 4-(benzoylamino)-1-(2'-deoxy-β-D-erythro-pentafuranosyl)-1H-pyrazolo<3,4-d>pyrimidine 

Relevant articles and documents

The anomers of 8-aza-7-deaza-2′-deoxy-adenosine

The structures of 4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1H-pyrazolo[3,4-d] pyrimidine, (I), and 4-amino-1-(2-deoxy-α-D-erythro-pentofuranosyl)-1H-pyrazolo[3,4-d] pyrimidine, (II), both C10H13N5O3, have been determined. The sugar puckering of both compounds is C-2′-endo-C-3′exo (2′T3′) (S-type sugar). The N-glycosidic torsion angle χ1 is in me anti range [-106.3 (2)° for (I) and 111.5 (3)° for (II)] and the crystal structure is stabilized by hydrogen bonds.

Revisiting Pyrazolo[3,4- d]pyrimidine Nucleosides as Anti- Trypanosoma cruzi and Antileishmanial Agents

Chagas disease and visceral leishmaniasis are two neglected tropical diseases responsible for numerous deaths around the world. For both, current treatments are largely inadequate, resulting in a continued need for new drug discovery. As both kinetoplastid parasites are incapable of de novo purine synthesis, they depend on purine salvage pathways that allow them to acquire and process purines from the host to meet their demands. Purine nucleoside analogues therefore constitute a logical source of potential antiparasitic agents. Earlier optimization efforts of the natural product tubercidin (7-deazaadenosine) involving modifications to the nucleobase 7-position and the ribofuranose 3′-position led to analogues with potent anti-Trypanosoma brucei and anti-Trypanosoma cruzi activities. In this work, we report the design and synthesis of pyrazolo[3,4-d]pyrimidine nucleosides with 3′- and 7-modifications and assess their potential as anti-Trypanosoma cruzi and antileishmanial agents. One compound was selected for in vivo evaluation in an acute Chagas disease mouse model.

8-Aza-7-deazaadenine and 7-deazaguanine: Synthesis and properties of nucleosides and oligonucleotides with nucleobases linked at position-8

The 8-aza-7-deazaadenine (pyrazolo[3,4-d]pyrimidin-4-amine) N8-(2′-deoxyribonucleoside) (2) and the 7-deazaguanine (pyrrolo[3,4-d]pyrimidine-2-amin-(3H)-4-one) C8-(2′-deoxyribonucleoside) (4) were synthesized and incorporated in olig