6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one

Base Information

• Chemical Name: 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one
• CAS No.: 85753-43-1
• Molecular Formula: C20H13 N3 O
• Molecular Weight: 311.34
• Hs Code.: 29333990
• European Community (EC) Number: 632-917-2
• UNII: HAJ5XS5HPF
• DSSTox Substance ID: DTXSID801017989
• Nikkaji Number: J462.137I
• Wikidata: Q27097269
• Metabolomics Workbench ID: 111986
• ChEMBL ID: CHEMBL16958
• Mol file: 85753-43-1.mol

Synonyms:3'-(S)-epi-K-252a;K 252;K 252a;K 252b;K 252c;K 252d;K-252;K-252a;K-252b;K-252d;K252a;staurosporine aglycone;staurosporinone

Chemical Property of 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one

Chemical Property:

• PSA: 60.68000
• LogP: 4.52780
• Storage Temp.: −20°C
• Solubility.: DMSO: 10 mg/mL, soluble
• Water Solubility.: Soluble in DMSO at 25mM. Also soluble in methanol. Insoluble in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 311.105862047
• Heavy Atom Count: 24
• Complexity: 551

Purity/Quality:

97% ^*data from raw suppliers

K-252c ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2=C3C4=CC=CC=C4NC3=C5C(=C2C(=O)N1)C6=CC=CC=C6N5
• Uses: Inhibits protein kinase C

Technology Process of 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one

There total 75 articles about 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-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%

12-benzyl-6-(2,4,6-trimethoxybenzyl)indolo[2,3-a]pyrrolo[3,4-c]carbazole (934506-88-4) → staurosporine aglycone (85753-43-1)

Guidance literature:

With aluminium trichloride; In methoxybenzene; at 110 ℃; for 1h;

DOI:10.1021/jo062184r

Reference yield: 96.0%

arcyriaflavin A (118458-54-1) → staurosporine aglycone (85753-43-1)

Guidance literature:

With hydrogenchloride; tin; In acetic acid; at 110 ℃; for 5h;

DOI:10.1016/j.bmcl.2006.10.062

Reference yield: 95.0%

12-benzyl-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one → staurosporine aglycone (85753-43-1)

Guidance literature:

With aluminum (III) chloride; at 110 ℃; for 1h;

DOI:10.1021/acs.orglett.9b01111

upstream raw materials:

6-(tetrahydropyran-2-yl)-12,13-dihydro-7H-indolo<2,3-a>pyrrolo<3,4-c>carbazole

4-(2'-Nitrophenyl)-2,3-dihydro-2H,6H-pyrrolo<3,4-c>carbazol-1-one

arcyriaflavin A

3,4-bis(3-1H-indolyl)-2,5-dihydro-1H-2-pyrrolone