Phenol, 4-[(6-chloro-2-methoxy-9-acridinyl)amino]-2-[(4-methyl-1-piperazinyl)methyl]-

Base Information

• Chemical Name: Phenol, 4-[(6-chloro-2-methoxy-9-acridinyl)amino]-2-[(4-methyl-1-piperazinyl)methyl]-
• CAS No.: 500565-15-1
• Molecular Formula: C26H28Cl2N4O2
• Molecular Weight: 499.4321
• DSSTox Substance ID: DTXSID60419997
• Mol file: 500565-15-1.mol

Synonyms:Phenol, 4-[(6-chloro-2-methoxy-9-acridinyl)amino]-2-[(4-methyl-1-piperazinyl)methyl]-;NSC130813;4-[(6-chloro-2-methoxyacridin-10-ium-9-yl)amino]-2-[(4-methylpiperazin-1-yl)methyl]phenol;chloride;DTXSID60419997

Chemical Property of Phenol, 4-[(6-chloro-2-methoxy-9-acridinyl)amino]-2-[(4-methyl-1-piperazinyl)methyl]-

Chemical Property:

• Vapor Pressure: 3.61E-15mmHg at 25°C
• Boiling Point: 603.7°Cat760mmHg
• Flash Point: 318.9°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 498.1589315
• Heavy Atom Count: 34
• Complexity: 633

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)CC2=C(C=CC(=C2)NC3=C4C=C(C=CC4=[NH+]C5=C3C=CC(=C5)Cl)OC)O.[Cl-]

Technology Process of Phenol, 4-[(6-chloro-2-methoxy-9-acridinyl)amino]-2-[(4-methyl-1-piperazinyl)methyl]-

There total 7 articles about Phenol, 4-[(6-chloro-2-methoxy-9-acridinyl)amino]-2-[(4-methyl-1-piperazinyl)methyl]- 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%

1-methyl-piperazine (109-01-3) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-acetaminophenol (103-90-2,8055-08-1) + 6,9-dichloro-2-methoxyacridine (86-38-4) → 4-((6-chloro-2-methoxyacridin-9-yl)amino)-2-((4-methylpiperazin-1-yl)methyl)phenol (500565-15-1)

Guidance literature:

1-methyl-piperazine; formaldehyd; 4-acetaminophenol; In water; isopropyl alcohol; at 65 ℃; for 6h; Inert atmosphere;

With hydrogenchloride; In ethanol; water; at 90 ℃; for 1.5h; Inert atmosphere;

6,9-dichloro-2-methoxyacridine; In ethanol; water; at 90 ℃; for 12h; Inert atmosphere;

Reference yield:

4-acetaminophenol (103-90-2,8055-08-1) → 4-((6-chloro-2-methoxyacridin-9-yl)amino)-2-((4-methylpiperazin-1-yl)methyl)phenol (500565-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: isopropyl alcohol / 6 h / 65 °C / Inert atmosphere

2: hydrogenchloride / ethanol; water / 1.5 h / 90 °C / Inert atmosphere

3: ethanol; water / 12 h / 90 °C / Inert atmosphere

With hydrogenchloride; In ethanol; water; isopropyl alcohol;

DOI:10.1021/acs.jmedchem.9b00326

Reference yield:

N-[4-Hydroxy-3-(4-methyl-piperazin-1-ylmethyl)-phenyl]-acetamide (77726-01-3) → 4-((6-chloro-2-methoxyacridin-9-yl)amino)-2-((4-methylpiperazin-1-yl)methyl)phenol (500565-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol; water / 1.5 h / 90 °C / Inert atmosphere

2: ethanol; water / 12 h / 90 °C / Inert atmosphere

With hydrogenchloride; In ethanol; water;

DOI:10.1021/acs.jmedchem.9b00326

upstream raw materials:

4-acetaminophenol

6,9-dichloro-2-methoxyacridine

4-amino-2-((4-methylpiperazin-1-yl)methyl)phenol

N-[4-Hydroxy-3-(4-methyl-piperazin-1-ylmethyl)-phenyl]-acetamide