N6-(4-Hydroxybenzyl)-adenosine

Base Information

• Chemical Name: N6-(4-Hydroxybenzyl)-adenosine
• CAS No.: 110505-75-4
• Molecular Formula: C17H19N5O5
• Molecular Weight: 373.36300
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00440568
• Nikkaji Number: J1.004.023J
• Wikidata: Q72483320
• Metabolomics Workbench ID: 127454
• ChEMBL ID: CHEMBL224024
• Mol file: 110505-75-4.mol

Synonyms:N6-(4-hydroxybenzyl)adenosine;T1-11 compound

Chemical Property of N6-(4-Hydroxybenzyl)-adenosine

Chemical Property:

• Melting Point: 201-204 °C(Solv: methanol (67-56-1); chloroform (67-66-3))
• Boiling Point: 753.2±70.0 °C(Predicted)
• PKA: 9.72±0.15(Predicted)
• PSA: 145.78000
• Density: 1.71
• LogP: -0.17150
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 373.13861872
• Heavy Atom Count: 27
• Complexity: 494

Purity/Quality:

99% ^*data from raw suppliers

N6-(4-Hydroxybenzyl)-adenosine 95+% ^*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)O
• 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)O
• Uses: N6-(4-Hydroxybenzyl)adenosine is am endogenous compound extracted from G. elata for research interest for its potential sedative and hypnotic activity, as well as a neuroprotective and therapeutic agent for preventing and treating neurodegenerative disease.

Technology Process of N6-(4-Hydroxybenzyl)-adenosine

There total 8 articles about N6-(4-Hydroxybenzyl)-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: 81.0%

4-hydroxybenzylamine hydrochloride salt + 6-Chloropurine riboside (2004-06-0) → T1-11 (110505-75-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In propan-1-ol; at 70 ℃; for 6h;

Reference yield: 81.0%

4-hydroxy-benzylamine hydrochloride (1004-23-5) + 6-Chloropurine riboside (2004-06-0) → T1-11 (110505-75-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In propan-1-ol; at 70 ℃; for 6h;

DOI:10.1002/cmdc.201100126

Reference yield:

4-aminomethylphenol (696-60-6) + 6-Chloropurine riboside (2004-06-0) → T1-11 (110505-75-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In propan-1-ol;

upstream raw materials:

4-hydroxy-benzylamine hydrochloride

6-Chloropurine riboside

4-hydroxy-benzaldehyde

4-hydroxybenzaldehyde oxime

Refernces

• 1、 -. "COMPOUND WITH ANALGESIC EFFECT FOR USE IN PREVENTION AND TREATMENT OF PAIN". Paragraph 00106. . Retrieved 2018/08/20.
• 2、 -. "Dual-Action Compounds Targeting Adenosine A2A Receptor and Adenosine Transporter for Prevention and Treatment of Neurodegenerative Diseases". . . Retrieved 2016/01/21.