2-chloroacridin-9(10H)-one

Base Information

• Chemical Name: 2-chloroacridin-9(10H)-one
• CAS No.: 7497-52-1
• Molecular Formula: C13H8ClNO
• Molecular Weight: 229.666
• Hs Code.: 2933990090
• NSC Number: 406615
• DSSTox Substance ID: DTXSID90331294
• Nikkaji Number: J637.947H
• Wikidata: Q82096383
• ChEMBL ID: CHEMBL252254
• Mol file: 7497-52-1.mol

Synonyms:2-chloroacridin-9(10H)-one;7497-52-1;2-chloro-10H-acridin-9-one;2-chloroacridone;9(10H)-Acridinone, 2-chloro-;NSC406615;2-chloro-9-acridanone;2-chloro-9(10h)-acridinone;CHEMBL252254;SCHEMBL13833009;DTXSID90331294;WNLFUMVKGWEXBI-UHFFFAOYSA-N;MFCD00223258;STL022523;AKOS002206412;CS-W002533;DS-2871;NSC-406615;FT-0741703;2-CHLORO-9,10-DIHYDROACRIDIN-9-ONE

Chemical Property of 2-chloroacridin-9(10H)-one

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.01E-06mmHg at 25°C
• Melting Point: >360 oC
• Refractive Index: 1.649
• Boiling Point: 394.2°Cat760mmHg
• Flash Point: 192.2°C
• PSA: 32.86000
• Density: 1.346g/cm³
• LogP: 3.33470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 229.0294416
• Heavy Atom Count: 16
• Complexity: 294

Purity/Quality:

≥99% ^*data from raw suppliers

2-Chloroacridin-9(10H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(N2)C=CC(=C3)Cl
• Uses: 2-Chloroacridin-9(10H)-one is a fluorescent molecule formed from the hydrolysis of oxazepam in urine. Acridone analogs that possesses in vitro anticancer activity Ehrlich Ascites Carcinoma (EAC) cells.

Technology Process of 2-chloroacridin-9(10H)-one

There total 2 articles about 2-chloroacridin-9(10H)-one 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: 68.0%

dimethyl sulfate (77-78-1) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 2-chloroacridin-9(10H)-one (7497-52-1) + (5-chloro-2-(methylamino)phenyl)(2-fluorophenyl)methanone (1548-36-3)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In tetrahydrofuran; at 60 ℃; for 2h;

DOI:10.1055/s-1981-29477

Reference yield:

diazepam (439-14-5) → 2-chloroacridin-9(10H)-one (7497-52-1) + 2-(N-methylamino)-3,5-dichlorobenzophenone (67057-48-1) + (2-amino-3,5-dichloro-phenyl)-phenyl-methanone (5621-63-6) + 2,4-dichloroacridin-9-(10H)-one (35308-02-2) + 5-chloro-2-aminobenzophenone (719-59-5) + 2,4-dichloro-10-methylacridin-9-(10H)-one

Guidance literature:

With hydrogenchloride; In methanol; water; at 50 ℃; for 360h; Product distribution;

DOI:10.1002/jps.2600840217

Reference yield: 73.05%

2-chloroacridin-9(10H)-one (7497-52-1) → 2,9-dichloroacridine (1019-14-3)

Guidance literature:

With trichlorophosphate; at 110 ℃;

DOI:10.1111/cbdd.13017

upstream raw materials:

dimethyl sulfate

2-amino-5-chloro-2'-fluorobenzophenone

diazepam

Downstream raw materials:

4-(2-chloro-acridin-9-yl)-N,N-dimethyl-aniline

2,9-dichloroacridine

2-chloro-acridin-9-ylamine

9-benzylthio-2-chloro-acridine