2-Aminopurine

Base Information

• Chemical Name: 2-Aminopurine
• CAS No.: 452-06-2
• Deprecated CAS: 553-81-1,15041-92-6,42911-31-9,42911-32-0
• Molecular Formula: C5H5N5
• Molecular Weight: 135.128
• Hs Code.: 29349990
• European Community (EC) Number: 207-197-4
• NSC Number: 24129
• UNII: O14B3U97FW
• DSSTox Substance ID: DTXSID40196416
• Nikkaji Number: J823K
• Wikipedia: 2-Aminopurine
• Wikidata: Q209313
• Metabolomics Workbench ID: 66990
• ChEMBL ID: CHEMBL388594
• Mol file: 452-06-2.mol

Synonyms:2 Aminopurine;2-Aminopurine

Chemical Property of 2-Aminopurine

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.00172mmHg at 25°C
• Melting Point: 280-282 °C(lit.)
• Refractive Index: 1.954
• Boiling Point: 616.3 °C at 760 mmHg
• PKA: 8.02±0.20(Predicted)
• Flash Point: 362.9 °C
• PSA: 80.48000
• Density: 1.612 g/cm³
• LogP: 0.51630
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid (Slightly), Methanol (Slightly, Heated)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 135.05449518
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

2-Aminopurine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C2C(=NC(=N1)N)N=CN2
• Uses: A probe of structural dynamics and charge transfer in DNA . 2-Aminopurine has been used to inhibit eukaryotic initiation factor-2α (eIF2α)-phosphorylation of osteoarthritis (OA) chondrocytes. A probe of structural dynamicas and charge transfer in DNA

Technology Process of 2-Aminopurine

There total 20 articles about 2-Aminopurine 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: 90.0%

2-(methylthio)-9H-purine (33512-51-5) → 9H-purin-2-amine (452-06-2)

Guidance literature:

With potassium amide; In ammonia; for 70h; Mechanism; 2-halogenated purines;

DOI:10.1021/jo01303a004

Reference yield: 85.0%

2-Amino-6-chloropurin (10310-21-1) → 9H-purin-2-amine (452-06-2)

Guidance literature:

In hydrogenchloride; at 50 ℃; electrolysis, -0.75V, initial current 50-60 mA;

Reference yield: 80.0%

1,2-diaminopurinium mesitylenesulphonate → 9H-purin-2-amine (452-06-2)

Guidance literature:

With methylamine; In methanol; at 100 ℃; for 17h;

upstream raw materials:

4-morpholinecarboxaldehyde

pyrimidine-2,4,5-triamine

formamide

2-(methylthio)-9H-purine

Downstream raw materials:

1,3-dihydro-2H-purin-2-one

2-fluoro-7(9)H-purine

2-amino-9-benzyl-9H-purine

(5aS,7S)-7-[(1R/S)-2-(2-amino-9H-purin-9-yl)-1-methylethyl]-3-methyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran

Refernces

• 1、 Saladino, Raffaele,Botta, Giorgia,Delfino, Michela,Di Mauro, Ernesto. "Meteorites as catalysts for prebiotic chemistry". . p. 16916 - 16922. Retrieved 2014/01/06.
• 2、 -. "Nucleoside analogue phosphates for topical use". . . Retrieved 2008/06/13.