Arcyriaflavin a

Base Information

• Chemical Name: Arcyriaflavin a
• CAS No.: 118458-54-1
• Molecular Formula: C₂₀H₁₁N₃O₂
• Molecular Weight: 325.326
• DSSTox Substance ID: DTXSID50416132
• Nikkaji Number: J587.892F
• Wikidata: Q27164989
• Metabolomics Workbench ID: 99926
• ChEMBL ID: CHEMBL268368
• Mol file: 118458-54-1.mol

Synonyms:12,13-dihydro-5H-indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione monohydrate;arcyriaflavin A

Chemical Property of Arcyriaflavin a

Chemical Property:

• Melting Point: >200 °C
• Boiling Point: °Cat760mmHg
• PKA: 10.74±0.20(Predicted)
• Flash Point: °C
• Density: 1.621g/cm³
• Storage Temp.: Store at -20°C
• Solubility.: Soluble in DMSO
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 325.085126602
• Heavy Atom Count: 25
• Complexity: 570

Purity/Quality:

97% ^*data from raw suppliers

ArcyriaflavinA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C4C(=C5C6=CC=CC=C6NC5=C3N2)C(=O)NC4=O
• Uses: Arcyriaflavin A is a potent inhibitor of CDK4/cyclin D1.

Technology Process of Arcyriaflavin a

There total 32 articles about Arcyriaflavin a 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: 95.0%

C34H23N3O2 → arcyriaflavin A (118458-54-1)

Guidance literature:

With aluminum (III) chloride; at 110 ℃; for 1h; Cooling with ice; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00687

Reference yield: 92.0%

6,7,12,13-tetrahydro-5,7-dioxo-5H-indolo<2,3-a>furo<3,4-c>carbazole (115684-58-7) → arcyriaflavin A (118458-54-1)

Guidance literature:

With ammonium acetate; at 150 ℃;

DOI:10.1016/S0040-4039(00)77245-5

Reference yield: 90.0%

2,3-[2',2''-biindolyl-3',3''-dimercapto]maleimide → arcyriaflavin A (118458-54-1)

Guidance literature:

With 1,2,2,6,6-pentamethylpiperidine; In toluene; for 13h; Heating;

DOI:10.1016/S0040-4039(00)01782-2

upstream raw materials:

6,7,12,13-tetrahydro-5,7-dioxo-5H-indolo<2,3-a>furo<3,4-c>carbazole

C₂₀H₁₃N₃O₂

3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione

adipaldehyde-3,4-dicarboximide bis(phenylhydrazone)

Downstream raw materials:

staurosporine aglycone

12,13-dihydro-3,9-dibromo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione

tjipanazole L

12-ethyl-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5,7(6H)-dione