8-AZIDOADENOSINE

Base Information

• Chemical Name: 8-AZIDOADENOSINE
• CAS No.: 4372-67-2
• Molecular Formula: C10H12N8O4
• Molecular Weight: 308.25
• Hs Code.: 29389090
• Mol file: 4372-67-2.mol

Synonyms:8-AZIDOADENOSINE

Chemical Property of 8-AZIDOADENOSINE

Chemical Property:

• Appearance/Colour: Pink solid
• Melting Point: >200oC (dec.)
• PSA: 189.29000
• LogP: -1.00424
• Storage Temp.: Amber Vial, Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO (Sparingly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

8-Azidoadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: One compound, 8-azidoadenosine, inhibits CDP reduction in cytosolic extracts from cancer cells. 8-Azidoadenosine is an adenosine analogue conjugated with an azido group which can be used for oligonucleotide labelling. The azido group reacts with a terminal alkyne via a click reaction, forming the labelled nucleotide containing a triazole linker.

Technology Process of 8-AZIDOADENOSINE

There total 4 articles about 8-AZIDOADENOSINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

adenosine (58-61-7) → 8-azidoadenosine (4372-67-2,15830-80-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 70 ℃; for 6h;

Reference yield: 59.0%

8-bromoadenosine (2946-39-6) → 8-azidoadenosine (4372-67-2,15830-80-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

DOI:10.1081/NCN-120019521

Reference yield:

8-hydrazinoadenosine (3868-34-6) → 8-azidoadenosine (4372-67-2,15830-80-5)

Guidance literature:

With hydrogenchloride; isopentyl nitrite; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00279

upstream raw materials:

adenosine

8-bromoadenosine

8-hydrazinoadenosine

Downstream raw materials:

8-azido-1-benzyladenine

8-azidoadenosine-5'-monophosphate

8-amino-2-hydroxyadenosine

C₆H₁₃N₃O₄

Refernces

• 1、 Trabbic, Christopher J.,Zhang, Fan,Walseth, Timothy F.,Slama, James T.. "Nicotinic acid adenine dinucleotide phosphate analogues substituted on the nicotinic acid and adenine ribosides. Effects on receptormediated Ca2+ release". . p. 3593 - 3610. Retrieved 2015/05/05.
• 2、 Sayed Ahmed. "Synthesis of some nucleoside analogues via azido intermediates". . p. 595 - 597. Retrieved 2007/10/03.