6H-Pyrido[4,3-b]carbazole

Base Information

• Chemical Name: 6H-Pyrido[4,3-b]carbazole
• CAS No.: 243-30-1
• Molecular Formula: C₁₅H₁₀N₂
• Molecular Weight: 218.258
• NSC Number: 142054
• UNII: J8B5YN3DBJ
• DSSTox Substance ID: DTXSID40179027
• Nikkaji Number: J66.630K
• Wikidata: Q83049549
• Mol file: 243-30-1.mol

Synonyms:6H-Pyrido[4,3-b]carbazole;5,11-Didemethylellipticine;5,11-Desdimethylellipticine;5,11-Dinorellipticine;Dedimethylellipticine;243-30-1;6H-Pyrido(4,3-b)carbazole;ICIG 862;pyrido[4,3-b]carbazole;J8B5YN3DBJ;NSC 142054;BRN 0169427;NSC-142054;5-23-09-00359 (Beilstein Handbook Reference);UNII-J8B5YN3DBJ;c12cc3cnccc3cc2Nc4c1cccc4;ICIG-862;SCHEMBL1594417;SCHEMBL8793458;DTXSID40179027;NSC142054;LS-133270

Chemical Property of 6H-Pyrido[4,3-b]carbazole

Chemical Property:

• Vapor Pressure: 3.21E-09mmHg at 25°C
• Boiling Point: 488.6°Cat760mmHg
• Flash Point: 229.1°C
• Density: 1.336g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 218.084398327
• Heavy Atom Count: 17
• Complexity: 291

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=C4C=CN=CC4=C3
• General Description: 6H-Pyrido[4,3-b]carbazole, also known as 5,11-didemethylellipticine or 5,11-dinorellipticine, is a structural analog of ellipticine, a naturally occurring alkaloid with notable anticancer properties. It shares the core pyridocarbazole framework of ellipticine but lacks two methyl groups at positions 5 and 11. 6H-Pyrido[4,3-b]carbazole and its derivatives are of interest due to their potential pharmacological activity, particularly in cancer research, as suggested by its structural similarity to ellipticine.

Technology Process of 6H-Pyrido[4,3-b]carbazole

There total 2 articles about 6H-Pyrido[4,3-b]carbazole 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:

4,6-dihydro-3H-pyrido[4,3-b]carbazole (109508-05-6) → 6H-pyrido<4,3-b>carbazole (243-30-1)

Guidance literature:

With palladium on activated charcoal; decalin;

DOI:10.1002/hlca.19590420643

Reference yield:

→ 6H-pyrido<4,3-b>carbazole (243-30-1)

Guidance literature:

Nitril (10, R¹ = R² = H), 1. MeLi, 2. HCl (Hydrolyse);

upstream raw materials:

4,6-dihydro-3H-pyrido[4,3-b]carbazole

Refernces

A REGIOSPECIFIC TOTAL SYNTHESIS OF ELLIPTICINE VIA NITRENE INSERTION

10.1016/S0040-4039(00)95184-0

The research focuses on the regiospecific total synthesis of ellipticine, a 6H-pyrido[4,3-b]carbazole alkaloid with significant anticancer activity. The purpose of the study was to develop a general synthetic approach that would allow for the preparation of a number of ellipticine derivatives. The researchers achieved this by employing a versatile coupling reaction between phenylboronic acid and a substituted bromoisoquinoline, followed by carbazole ring formation via a nitrene insertion reaction. This method successfully yielded ellipticine, and the synthesized compound was confirmed through satisfactory spectroscopic (nmr and ir) and analytical (elemental and/or mass spectral) data. The conclusion of the research was the successful completion of a general and regiospecific synthesis route for ellipticine, which could potentially be adapted for the synthesis of other related alkaloids.