4-(2-((7-Amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino)ethyl)phenol

Base Information

• Chemical Name: 4-(2-((7-Amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino)ethyl)phenol
• CAS No.: 139180-30-6
• Molecular Formula: C16H15N7O2
• Molecular Weight: 337.341
• European Community (EC) Number: 689-671-4
• UNII: 5NIC36BO71
• DSSTox Substance ID: DTXSID80160954
• Nikkaji Number: J679.659A
• Wikipedia: ZM-241,385
• Wikidata: Q8063128
• Pharos Ligand ID: 1DSPZ1GWBXFY
• Metabolomics Workbench ID: 151885
• ChEMBL ID: CHEMBL113142
• Mol file: 139180-30-6.mol

Synonyms:4-(2-(7-amino-2-(2-furyl)-(1,2,4)triazolo(2,3-a)-(1,3,5)triazin-5-yl-amino)ethyl)phenol;ZM 241385;ZM-241385;ZM241385

Chemical Property of 4-(2-((7-Amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino)ethyl)phenol

Chemical Property:

• Refractive Index: 1.791
• PKA: 10.03±0.15(Predicted)
• PSA: 127.39000
• Density: 1.59 g/cm³
• LogP: 2.37590
• Storage Temp.: Store at RT
• Solubility.: DMSO: >15mg/mL
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 337.12872275
• Heavy Atom Count: 25
• Complexity: 435

Purity/Quality:

98%,99%, ^*data from raw suppliers

ZM 241385 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 46

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C2=NN3C(=NC(=NC3=N2)NCCC4=CC=C(C=C4)O)N

Technology Process of 4-(2-((7-Amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino)ethyl)phenol

There total 7 articles about 4-(2-((7-Amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino)ethyl)phenol 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: 33.0%

tyrosamine (51-67-2) + 7-amino-2-(2-furyl)-5-methylsulfonyl<1,2,4>triazolo<1,5-a><1,3,5>triazine (139181-28-5) → 4-[2-(7-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-ylamino)-ethyl]-phenol (139180-30-6)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1016/j.bmcl.2013.03.070

Reference yield:

N-(furan-2-ylcarbonyl)carbonohydrazonic diamide (6053-32-3) → 4-[2-(7-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-ylamino)-ethyl]-phenol (139180-30-6)

Guidance literature:

Multi-step reaction with 4 steps

1: water / 1 h / 140 °C / 4500.45 Torr / Microwave irradiation

2: 1 h / 170 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / -5 - 20 °C

4: acetonitrile / 20 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; acetonitrile;

DOI:10.1016/j.bmcl.2013.03.070

Reference yield:

3-Amino-5-(furan-2-yl)-1H-1,2,4-triazole (3663-61-4) → 4-[2-(7-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-ylamino)-ethyl]-phenol (139180-30-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1 h / 170 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / -5 - 20 °C

3: acetonitrile / 20 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2013.03.070

upstream raw materials:

tyrosamine

7-amino-2-(2-furyl)-5-methylsulfonyl<1,2,4>triazolo<1,5-a><1,3,5>triazine

N-(furan-2-ylcarbonyl)carbonohydrazonic diamide

3-Amino-5-(furan-2-yl)-1H-1,2,4-triazole

Downstream raw materials:

ethyl 4-(4-(2-((7-amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino)ethyl)-phenoxy)butanoate

ethyl 4-((2-(furan-2-yl)-5-((4-hydroxyphenethyl)amino)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-yl)amino)butanoate

ethyl 4-((5-((4-(4-ethoxy-4-oxobutoxy)phenethyl)amino)-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-yl)amino)butanoate

4-(2-((7-amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5yl)amino)ethyl)phenyl acetate

Refernces

• 1、 J?rg, Manuela,May, Lauren T.,Mak, Frankie S.,Lee, Kiew Ching K.,Miller, Neil D.,Scammells, Peter J.,Capuano, Ben. "Synthesis and pharmacological evaluation of dual acting ligands targeting the adenosine A2A and dopamine D2 receptors for the potential treatment of parkinsons disease". supporting information. p. 718 - 738. Retrieved 2015/01/30.
• 2、 Palmer,Poucher,Jacobson,Stiles. "125I-4-(2-[7-amino-2-{2-furyl}{1,2,4}triazolo{2,3- a}{1,3,5}triazin-5-yl-amino]ethyl)phenol, a high affinity antagonist radioligand selective for the A(2a) adenosine receptor". . p. 970 - 974. Retrieved 2007/10/03.