9-Amino-6-chloro-2-methoxyacridine

Base Information

• Chemical Name: 9-Amino-6-chloro-2-methoxyacridine
• CAS No.: 3548-09-2
• Molecular Formula: C14H11ClN2O
• Molecular Weight: 258.707
• Hs Code.: 2933990090
• European Community (EC) Number: 636-858-3
• NSC Number: 15300
• UNII: R9EB8YPL49
• DSSTox Substance ID: DTXSID90188987
• Nikkaji Number: J55.087F
• Wikidata: Q83060884
• ChEMBL ID: CHEMBL76954
• Mol file: 3548-09-2.mol

Synonyms:2-methoxy-6-chloro-9-aminoacridine;9-amino-2-methoxy-6-chloroacridine;9-amino-3-chloro-7-methoxyacridine;9-amino-6-chloro-2-methoxyacridine

Chemical Property of 9-Amino-6-chloro-2-methoxyacridine

Chemical Property:

• Vapor Pressure: 3.4E-09mmHg at 25°C
• Melting Point: >250°C
• Refractive Index: 1.734
• Boiling Point: 475.1 °C at 760 mmHg
• PKA: 8.6(at 25℃)
• Flash Point: 241.2 °C
• PSA: 48.14000
• Density: 1.367 g/cm³
• LogP: 4.21340
• Storage Temp.: −20°C
• Solubility.: Solubility Insoluble in water; soluble in N, N-dimethylformamide
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 258.0559907
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

9-Amino-6-chloro-2-methoxyacridine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-40
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)N

Technology Process of 9-Amino-6-chloro-2-methoxyacridine

There total 6 articles about 9-Amino-6-chloro-2-methoxyacridine 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: 86.0%

(6-chloro-2-methoxy-acridin-9-yl)-hydrazine (98570-61-7) → 6-chloro-2-methoxyacridin-9-amine (3548-09-2)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2008.01.128

Reference yield: 70.0%

6,9-dichloro-2-methoxyacridine (86-38-4) → 6-chloro-2-methoxyacridin-9-amine (3548-09-2)

Guidance literature:

With ammonium carbonate; phenol; at 120 ℃; for 0.75h;

DOI:10.1021/jm990386s

Reference yield:

6,9-dichloro-2-methoxyacridine (86-38-4) → 6-chloro-2-methoxyacridin-9-amine (3548-09-2)

Guidance literature:

With phenol; at 120 ℃;

upstream raw materials:

6,9-dichloro-2-methoxyacridine

6-chloro-2,9-dimethoxyacridine

quinacrine dihydrochloride

(6-chloro-2-methoxy-acridin-9-yl)-hydrazine

Downstream raw materials:

quinacrine

Refernces

• 1、 Bonse, Susanne,Santelli-Rouvier, Christiane,Barbe, Jacques,Krauth-Siegel, R. Luise. "Inhibition of Trypanosoma cruzi trypanothione reductase by acridines: Kinetic studies and structure-activity relationships". . p. 5448 - 5454. Retrieved 2007/10/03.