6-(4-methylpiperazin-1-yl)-7H-purine

Base Information

• Chemical Name: 6-(4-methylpiperazin-1-yl)-7H-purine
• CAS No.: 99172-01-7
• Molecular Formula: C₁₀H₁₄N₆
• Molecular Weight: 218.261
• NSC Number: 510935
• DSSTox Substance ID: DTXSID201325140
• ChEMBL ID: CHEMBL594152
• Mol file: 99172-01-7.mol

Synonyms:6-(4-methylpiperazin-1-yl)-7H-purine;99172-01-7;6-(4-methylpiperazin-1-yl)-9H-purine;CHEMBL594152;6-(4-methylpiperazin-1-yl)-9Hpurine;SDCCGMLS-0065440.P001;starbld0031773;Oprea1_666011;MLS000419169;SCHEMBL13718480;DTXSID201325140;HMS1650E09;HMS2684L19;BBL036787;BDBM50304512;CCG-26902;MFCD01808743;NSC510935;STK630143;AKOS001427557;AKOS005562847;NSC-510935;PD182753;SMR000319851;VS-13692;6-(4-METHYLPIPERAZINO)-9H-PURINE;CS-0301025;AB00588487-02;SR-01000104630;SR-01000104630-1;F0578-0118;Z372954170

Chemical Property of 6-(4-methylpiperazin-1-yl)-7H-purine

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 218.12799447
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

6-(4-METHYL-PIPERAZIN-1-YL)-9H-PURINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCN(CC1)C2=NC=NC3=C2NC=N3

Technology Process of 6-(4-methylpiperazin-1-yl)-7H-purine

There total 3 articles about 6-(4-methylpiperazin-1-yl)-7H-purine 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: 72.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-(imino(4-methylpiperazin-1-yl)methyl)-1H-imidazol-5-amine → 6-(4-methylpiperazin-1-yl)-9H-purine (99172-01-7)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃;

DOI:10.1016/j.bmc.2019.06.034

Reference yield: 60.0%

1-methyl-piperazine (109-01-3) + 6-chloropurine (87-42-3) → 6-(4-methylpiperazin-1-yl)-9H-purine (99172-01-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmc.2009.08.059

Reference yield:

1-methyl-piperazine (109-01-3) → 6-(4-methylpiperazin-1-yl)-9H-purine (99172-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 20 °C

2: triethylamine / ethanol / 20 °C

With triethylamine; In ethanol; acetonitrile;

DOI:10.1016/j.bmc.2019.06.034

upstream raw materials:

1-methyl-piperazine

6-chloropurine

formaldehyd

Downstream raw materials:

9-benzyl-6-(4-methylpiperazin-1-yl)-9H-purine

Refernces

• 1、 Lougiakis, Nikolaos,Gavriil, Efthymios-Spyridon,Kairis, Markelos,Sioupouli, Georgia,Lambrinidis, George,Benaki, Dimitra,Krypotou, Emilia,Mikros, Emmanuel,Marakos, Panagiotis,Pouli, Nicole,Diallinas, George. "Design and synthesis of purine analogues as highly specific ligands for FcyB, a ubiquitous fungal nucleobase transporter". . p. 5941 - 5952. Retrieved 2016/11/09.