N-[(4-Aminophenyl)methyl]adenosine

Base Information

• Chemical Name: N-[(4-Aminophenyl)methyl]adenosine
• CAS No.: 95523-13-0
• Molecular Formula: C17H20 N6 O4
• Molecular Weight: 372.384
• DSSTox Substance ID: DTXSID30914949
• Nikkaji Number: J1.102.844F
• Wikidata: Q82885810
• ChEMBL ID: CHEMBL259188
• Mol file: 95523-13-0.mol

Synonyms:4-ABzA;N(6)-(4-aminobenzyl)adenosine

Chemical Property of N-[(4-Aminophenyl)methyl]adenosine

Chemical Property:

• Vapor Pressure: 1.45E-23mmHg at 25°C
• Boiling Point: 749°Cat760mmHg
• Flash Point: 406.8°C
• PSA: 93.36000
• Density: 1.71g/cm³
• LogP: -1.68470
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 372.15460314
• Heavy Atom Count: 27
• Complexity: 494

Purity/Quality:

97% ^*data from raw suppliers

eN-IN-1 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CNC2=C3C(=NC=N2)N(C=N3)C4C(C(C(O4)CO)O)O)N
• Isomeric SMILES: C1=CC(=CC=C1CNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)N

Technology Process of N-[(4-Aminophenyl)methyl]adenosine

There total 12 articles about N-[(4-Aminophenyl)methyl]adenosine 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: 78.0%

(4-aminomethyl)aniline (4403-71-8) + 6-Chloropurine riboside (2004-06-0) → [125I]-N6-(4-Aminobenzyl)adenosine (95523-13-0)

Guidance literature:

With triethylamine; In ethanol; at 60 ℃; for 18h;

DOI:10.1021/acs.jmedchem.5b00802

Reference yield: 77.0%

N6-(p-Nirobenzyl)adenosine (40297-54-9) → [125I]-N6-(4-Aminobenzyl)adenosine (95523-13-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; under 775.7 Torr; Ambient temperature;

DOI:10.1080/15257779408012177

Reference yield:

6-Chloropurine riboside (2004-06-0) + 4-(aminomethyl)aniline monohydrochloride (140401-57-6) → [125I]-N6-(4-Aminobenzyl)adenosine (95523-13-0)

Guidance literature:

With triethylamine; In propan-1-ol; at 70 ℃; for 8h;

upstream raw materials:

N6-(p-Nirobenzyl)adenosine

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[6-(4-nitro-benzylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester

1-bromomethyl-4-nitro-benzene

adenosine

Downstream raw materials:

N-[(4-amino-3-iodophenyl)methyl]-Adenosine

6-N-<4-(acetamido)benzyl>adenosine

Refernces

• 1、 -. "APPLICATIONS OF N6-SUBSTITUTED ADENOSINE DERIVATIVE AND N6-SUBSTITUTED ADENINE DERIVATIVE TO CALMING, HYPNOSES, CONVULSION RESISTANCE, EPILEPTIC RESISTANCE, PARKINSON DISEASE RESISTANCE, AND DEMENTIA PREVENTION AND TREATMENT". Paragraph 0098. . Retrieved 2018/10/27.
• 2、 -. "N6-SUBSTITUTED ADENOSINE DERIVATIVES, N6-SUBSTITUTED ADENINE DERIVATIVES AND USES THEREOF". . . Retrieved 2012/11/06.