9(10H)-Acridinone, 4-hydroxy-

Base Information

• Chemical Name: 9(10H)-Acridinone, 4-hydroxy-
• CAS No.: 31231-39-7
• Molecular Formula: C13H9 N O2
• Molecular Weight: 211.22
• DSSTox Substance ID: DTXSID50185154
• Nikkaji Number: J697.675A
• Wikidata: Q83056134
• ChEMBL ID: CHEMBL1210586
• Mol file: 31231-39-7.mol

Synonyms:ACRIDINE-4,9-DIOL;246228-39-7;9(10H)-Acridinone, 4-hydroxy-;31231-39-7;4-hydroxy-10H-acridin-9-one;4-hydroxyacridone;SCHEMBL4010925;4-Hydroxyacridin-9(10H)-one;CHEMBL1210586;DTXSID50185154;IHQWDTIWYJZZAJ-UHFFFAOYSA-N;AKOS024388916;4-HYDROXY-9,10-DIHYDROACRIDIN-9-ONE

Chemical Property of 9(10H)-Acridinone, 4-hydroxy-

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 211.063328530
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

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)O

Technology Process of 9(10H)-Acridinone, 4-hydroxy-

There total 1 articles about 9(10H)-Acridinone, 4-hydroxy- 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: 40.0%

4-methoxy-10H-acridine-9-thione (21516-41-6) → 4-hydroxy-9-oxoacridine (31231-39-7) + 4-methoxy-9(10H)-acridone (35308-00-0) + 4-Hydroxy-10H-acridine-9-thione (218632-39-4)

Guidance literature:

With hydrogen bromide; for 96h; Product distribution; var. time;

DOI:10.1007/PL00010131

Reference yield:

4-hydroxy-9-oxoacridine (31231-39-7) → N1-(4-{2-[bis(2-chloroethyl)amino]ethoxy}acridin-9-yl)-4-methylbenzene-1,3-diamine

Guidance literature:

Multi-step reaction with 3 steps

1: 27 percent / KF; K₂CO₃ / dimethylformamide / 20 h / 20 °C

2: SOCl₂; DMF / 0.67 h / 80 °C

3: N-methylmorpholine / ethanol / 0 - 20 °C

With 4-methyl-morpholine; potassium fluoride; thionyl chloride; potassium carbonate; N,N-dimethyl-formamide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm060197r

Reference yield:

4-hydroxy-9-oxoacridine (31231-39-7) → N-(4-{2-[bis-(2-chloro-ethyl)-amino]-ethoxy}-acridin-9-yl)-5-methyl-benzene-1,3-diamine

Guidance literature:

Multi-step reaction with 3 steps

1: 27 percent / KF; K₂CO₃ / dimethylformamide / 20 h / 20 °C

2: SOCl₂; DMF / 0.67 h / 80 °C

3: N-methylmorpholine / ethanol / 0 - 20 °C

With 4-methyl-morpholine; potassium fluoride; thionyl chloride; potassium carbonate; N,N-dimethyl-formamide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm060197r

upstream raw materials:

4-methoxy-10H-acridine-9-thione

Downstream raw materials:

[3-amino-5-(4-{2-[bis(2-chloroethyl)amino]ethoxy}acridin-9-ylamino)phenyl]methanol