Indolo[2,1-b]quinazoline-6,12-dione

Base Information

• Chemical Name: Indolo[2,1-b]quinazoline-6,12-dione
• CAS No.: 13220-57-0
• Molecular Formula: C15H8 N2 O2
• Molecular Weight: 248.241
• Hs Code.: 29339900
• NSC Number: 349447
• UNII: 4Y6E3F2U66
• DSSTox Substance ID: DTXSID90157431
• Nikkaji Number: J13.589E
• Wikidata: Q27089028
• Pharos Ligand ID: C3DQ9SDFJYBK
• Metabolomics Workbench ID: 67922
• ChEMBL ID: CHEMBL306946
• Mol file: 13220-57-0.mol

Synonyms:6,12-dihydro-6,12-dioxoindole(2,1-b)quinazoline;indolo (2, 1b) quinazoline-6, 12 dione;indolo(2,1-b)quinazolin-6,12-dione;tryptanthrin;tryptanthrine

Chemical Property of Indolo[2,1-b]quinazoline-6,12-dione

Chemical Property:

• Vapor Pressure: 5.55E-09mmHg at 25°C
• Melting Point: 258 °C(Solv: ethanol (64-17-5))
• Boiling Point: 469.3°C at 760 mmHg
• PKA: -3.06±0.20(Predicted)
• Flash Point: 237.7°C
• PSA: 51.96000
• Density: 1.45g/cm³
• LogP: 1.93010
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble2mg/mL (warmed)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 248.058577502
• Heavy Atom Count: 19
• Complexity: 471

Purity/Quality:

97% ^*data from raw suppliers

Tryptanthrin ^*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)N3C4=CC=CC=C4C(=O)C3=N2
• Description: The matured fruit of Couroupita guianensis yields two highly unsaturated alkaloids. Couroupitine A is obtained in the form of yellow needles when crystallized from MeOH-CHCI3. It gives an ultraivolet spectrum with absorption maxima at 225 and 251 nm and an inflexion at 315 nm in EtOH.
• Uses: Tryptanthrin is natural alkaloid, and a potent inhibitor of cyclooxygenase COX-2 and 5-lipoxygenase acting as an anti-inflammatory agent.

Technology Process of Indolo[2,1-b]quinazoline-6,12-dione

There total 100 articles about Indolo[2,1-b]quinazoline-6,12-dione 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%

isatoic anhydride (118-48-9) + indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → tryptanthrine (13220-57-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 100 ℃; for 0.0333333h; Reagent/catalyst; Temperature; Ionic liquid; Microwave irradiation; Inert atmosphere;

DOI:10.3390/molecules21101355

Reference yield: 97.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → tryptanthrine (13220-57-0)

Guidance literature:

With trichlorophosphate; for 2h; Heating;

Reference yield: 90.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → tryptanthrine (13220-57-0)

Guidance literature:

anthranilic acid; With thionyl chloride; In toluene; for 1h; Reflux;

indole-2,3-dione; In dichloromethane; for 1h; Reflux;

upstream raw materials:

2-chloro-3H-indol-3-one

anthranilic acid

anthranilic acid amide

2-aminobenzanilide

Downstream raw materials:

indole-2,3-dione

anthranilic acid

candidine

8-nitroindolo[2,1-b]quinazoline-6,12-dione