8-Azaadenosine

Base Information

• Chemical Name: 8-Azaadenosine
• CAS No.: 10299-44-2
• Molecular Formula: C9H12N6O4
• Molecular Weight: 268.2294
• Nikkaji Number: J81.484I
• Wikidata: Q27105620
• Metabolomics Workbench ID: 68038
• ChEMBL ID: CHEMBL174661
• Mol file: 10299-44-2.mol

Synonyms:8-azaadenosine

Chemical Property of 8-Azaadenosine

Chemical Property:

• Vapor Pressure: 1.01E-20mmHg at 25°C
• Melting Point: 218-219 °C(Solv: water (7732-18-5))
• Refractive Index: 2
• Boiling Point: 702.6 °C at 760 mmHg
• PKA: 12.79±0.70(Predicted)
• Flash Point: 378.7 °C
• PSA: 152.43000
• Density: 2.29 g/cm³
• LogP: -2.00380
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 268.09200289
• Heavy Atom Count: 19
• Complexity: 336

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Azaadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(N=N2)C3C(C(C(O3)CO)O)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(N=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
• Uses: Hydrogen bonding in 8-Azaadenosine was examined in this study.8-Azaadenosine is one of the best substrates of highly purified rabbit liver adenosine kinase.

Technology Process of 8-Azaadenosine

There total 14 articles about 8-Azaadenosine 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: 100.0%

8-Aza-2',3'-O-isopropylidene-adenosine (53458-40-5) → 8-azaadenosine (10299-44-2)

Guidance literature:

With hydrogenchloride; In methanol; for 0.166667h; Ambient temperature;

Reference yield: 81.0%

2',3',5'-tri-O-acetyl-8-azaadenosine (92516-90-0) → 8-azaadenosine (10299-44-2)

Guidance literature:

With ammonium hydroxide; In methanol; for 4h;

Reference yield: 71.0%

methanol (67-56-1) + 5-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-[1,2,3]triazole-4-carbonitrile (99249-20-4) → 8-azaadenosine (10299-44-2)

Guidance literature:

5-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-[1,2,3]triazole-4-carbonitrile; at 90 ℃; for 7h;

methanol; With ammonia; at 20 ℃;

DOI:10.1016/j.molstruc.2019.05.112

upstream raw materials:

N-(1H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-acetamide

O^2'_,O3'_,O5'-triacetyl-2-methylsulfanyl-8-aza-adenosine

8-Aza-2',3'-O-isopropylidene-adenosine

2',3',5'-tri-O-acetyl-8-azaadenosine

Downstream raw materials:

3-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7(6H)-one

3-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7(6H)-one

8-Aza-2',3'-O-isopropylidene-adenosine

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