Adenosine, 2-(phenylamino)-

Base Information

• Chemical Name: Adenosine, 2-(phenylamino)-
• CAS No.: 53296-10-9
• Molecular Formula: C16H18N6O4
• Molecular Weight: 358.357
• DSSTox Substance ID: DTXSID50866310
• Wikidata: Q27163604
• Metabolomics Workbench ID: 37586
• Mol file: 53296-10-9.mol

Synonyms:Adenosine, 2-(phenylamino)-;2-(6-amino-2-anilino-9-purinyl)-5-(hydroxymethyl)oxolane-3,4-diol;CHEBI:91804;DTXSID50866310;SCNILGOVBBRMBK-UHFFFAOYSA-N;HMS3268A18;(2S,3S,4R,5S)-2-(6-amino-2-(phenylamino)-9H-purin-9-yl)-5-(hydroxymethyl)-tetrahydrofuran-3,4-diol;FT-0673725;L000209;6-amino-2-phenylamino-9-b-D-ribofuranosyl-9H-purine;9-Pentofuranosyl-N~2~-phenyl-9H-purine-2,6-diamine;BRD-A64933752-001-01-0;Q27163604;6-amino-2-phenylamino-9-beta-delta-ribofuranosyl-9H-purine;2-[6-amino-2-(phenylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

Chemical Property of Adenosine, 2-(phenylamino)-

Chemical Property:

• Appearance/Colour: off-white to pale yellow solid
• Vapor Pressure: 1.13E-24mmHg at 25°C
• Melting Point: 210-212°C
• Refractive Index: 1.829
• Boiling Point: 766 °C at 760 mmHg
• Flash Point: 417.1 °C
• PSA: 151.57000
• Density: 1.78 g/cm³
• LogP: 0.41780
• Storage Temp.: −20°C
• Solubility.: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 3.6 mg/mL
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 358.13895308
• Heavy Atom Count: 26
• Complexity: 482

Purity/Quality:

97% ^*data from raw suppliers

2-Phenylaminoadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=NC(=C3C(=N2)N(C=N3)C4C(C(C(O4)CO)O)O)N
• Uses: A selective A2-adenosine receptor agonist. Coronary vasodilator, antihypertensive and antipsychotic following systemic administration in vivo A selective A2-adenosine receptor agonist. Coronary vasodilator, antihypertensive and antipsychotic following systemic administration in vivo.

Technology Process of Adenosine, 2-(phenylamino)-

There total 14 articles about Adenosine, 2-(phenylamino)- 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: 21.0%

1-phenylcyanamide (622-34-4) + 5-amino-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile (23192-64-5) → 2-phenylaminoadenosine (53296-10-9) + adenosine-2-amine (2096-10-8)

Guidance literature:

With ammonia; In methanol; at 150 ℃; for 5h;

DOI:10.1248/cpb.29.1870

Reference yield:

6-methythio-2-phenylamino-9-(β-D-ribofuranosyl)purine (53296-16-5) → 2-phenylaminoadenosine (53296-10-9)

Guidance literature:

With ammonia; In methanol; at 180 ℃; for 3h;

DOI:10.1248/cpb.29.1870

Reference yield:

2,4,6-triimino-1,3,5-triphenyl-hexahydro-1,3,5-triazine (2209-23-6) + 5-amino-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile (23192-64-5) → 2-phenylaminoadenosine (53296-10-9)

Guidance literature:

With ammonia; In methanol; at 180 ℃; for 5h;

DOI:10.1248/cpb.29.1870

upstream raw materials:

2,4,6-triimino-1,3,5-triphenyl-hexahydro-1,3,5-triazine

5-amino-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile

6-methythio-2-phenylamino-9-(β-D-ribofuranosyl)purine

ethyl 5-amino-1-(β-D-ribofuranosyl)imidazole-4-carboximidate

Refernces