Canthin-6-one

Base Information

• Chemical Name: Canthin-6-one
• CAS No.: 479-43-6
• Molecular Formula: C14H8N2O
• Molecular Weight: 220.23
• NSC Number: 103003
• UNII: 3FK17S759N
• DSSTox Substance ID: DTXSID40197322
• Nikkaji Number: J12.535K
• Wikidata: Q27106045
• Metabolomics Workbench ID: 53036
• ChEMBL ID: CHEMBL156897
• Mol file: 479-43-6.mol

Synonyms:canthin-6-one

Chemical Property of Canthin-6-one

Chemical Property:

• Vapor Pressure: 5.74E-05mmHg at 25°C
• Melting Point: 161-161.5 °C
• Refractive Index: 1.763
• Boiling Point: 346.5 °C at 760 mmHg
• PKA: 4.40±0.20(Predicted)
• Flash Point: 163.4 °C
• PSA: 34.37000
• Density: 1.4 g/cm³
• LogP: 2.43870
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 220.063662883
• Heavy Atom Count: 17
• Complexity: 378

Purity/Quality:

≥98% ^*data from raw suppliers

Canthin-6-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C4N2C(=O)C=CC4=NC=C3
• Uses: Canthin-6-one is used as an anticancer agent compromising cancer cells showing multi-drug resistance. Also used in the synthesis of β-carbolinium compounds as antimalarial agents.

Technology Process of Canthin-6-one

There total 33 articles about Canthin-6-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: 99.0%

8-(2-chlorophenyl)-1,5-naphthyrid-2(1H)-one (1217296-42-8) → canthin-6-one (479-43-6)

Guidance literature:

With copper(l) iodide; caesium carbonate; N,N-dimethylethylenediamine; In 1,4-dioxane; water; Reflux;

DOI:10.1021/ol100300s

Reference yield: 92.0%

ethyl 3-hydroxy-3-(9H-β-carbolin-1-yl)propionate → canthin-6-one (479-43-6)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 ℃; for 0.166667h;

DOI:10.1055/s-2004-834915

Reference yield: 85.0%

1,2,3,3a,4,5-hexahydrocanthin-6-one (26400-25-9) → canthin-6-one (479-43-6)

Guidance literature:

With 5%-palladium/activated carbon; In 5,5-dimethyl-1,3-cyclohexadiene; for 48h; Reflux;

DOI:10.1016/j.bmcl.2015.11.070

upstream raw materials:

β-carboline-1-propionic acid

canthine

N_b-benzyl-1,2,3,3a,4,5-hexahydrocanthin-6-one

6-oxo-6H-indolo[3,2,1-de][1,5]naphthyridine-5-carboxylic acid

Downstream raw materials:

canthin-6-one-3-N-oxide

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