5-Methoxy-9-oxo-9,10-dihydroacridine-4-carboxylic acid

Base Information

• Chemical Name: 5-Methoxy-9-oxo-9,10-dihydroacridine-4-carboxylic acid
• CAS No.: 88377-31-5
• Molecular Formula: C15H11NO4
• Molecular Weight: 269.257
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10455527
• Wikidata: Q82277587
• Mol file: 88377-31-5.mol

Synonyms:88377-31-5;5-Methoxy-9-oxo-9,10-dihydroacridine-4-carboxylic acid;5-methoxy-9-oxo-10H-acridine-4-carboxylic Acid;9,10-DIHYDRO-5-METHOXY-9-OXO-4-ACRIDINECARBOXYLIC ACID;5-Methoxy-9-oxo-9,10-dihydro-acridine-4-carboxylic acid;4-Acridinecarboxylic acid, 9,10-dihydro-5-methoxy-9-oxo-;SCHEMBL8790775;DTXSID10455527;AMY32363;MFCD09955193;AKOS015959796;CS-W008947;DS-14084;FT-0660608;A862215;5-Methoxy-9-oxo-9,10-dihydroacridine-4-carboxylicacid;9,10-dihydro-5-methoxy-9-oxo-4-acridin carboxylic acid

Chemical Property of 5-Methoxy-9-oxo-9,10-dihydroacridine-4-carboxylic acid

Chemical Property:

• Melting Point: >305°C
• PSA: 79.39000
• LogP: 2.38810
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 269.06880783
• Heavy Atom Count: 20
• Complexity: 411

Purity/Quality:

97% ^*data from raw suppliers

9,10-Dihydro-5-methoxy-9-oxo-4-acridinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1NC3=C(C2=O)C=CC=C3C(=O)O
• Uses: Intermediate for the preparation of Elacridar.

Technology Process of 5-Methoxy-9-oxo-9,10-dihydroacridine-4-carboxylic acid

There total 1 articles about 5-Methoxy-9-oxo-9,10-dihydroacridine-4-carboxylic acid 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:

2-aminoisophthalic acid (39622-79-2) → 4-methoxy-9-oxoacridan-5-carboxylic acid (88377-31-5)

Guidance literature:

Multi-step reaction with 3 steps

2: 78 percent / N-ethylmorpholine / CuCl / benzene; various solvent(s) / 1 h / Heating

3: 80 percent / polyphosphoric acid / 2 h / 120 °C

With N-ethylmorpholine;; PPA; copper(l) chloride; In benzene;

DOI:10.1055/s-1985-31164

Reference yield: 97.3%

4-methoxy-9-oxoacridan-5-carboxylic acid (88377-31-5) + 4-<2-(1,2,3,4-tetrahydro-6,7-dimethoxy-2-isoquinolyl)ethyl>benzenamine (82925-02-8) → elacridar

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield: 39.0%

4-methoxy-9-oxoacridan-5-carboxylic acid (88377-31-5) + 3,4,5-Trimethoxyaniline (24313-88-0) → 5-methoxy-N-(3,4,5-trimethoxyphenyl)-acridone-4-carboxamide (1221746-53-7)

Guidance literature:

4-methoxy-9-oxoacridan-5-carboxylic acid; With pyridine; thionyl chloride; In toluene; at 20 ℃; for 4h;

3,4,5-Trimethoxyaniline; With triethylamine; In toluene;

DOI:10.1021/jm901741p

upstream raw materials:

2-aminoisophthalic acid

Downstream raw materials:

5-Methoxy-acridine-4-carboxylic acid (2-dimethylamino-ethyl)-amide

9-Amino-5-methoxy-acridine-4-carboxylic acid (2-dimethylamino-ethyl)-amide

5-hydroxyacridone-4-carboxylic acid

5-methoxy-N-(3,4,5-trimethoxyphenyl)-acridone-4-carboxamide