7H-pyrido[3,2-c]carbazole

Base Information

• Chemical Name: 7H-pyrido[3,2-c]carbazole
• CAS No.: 205-45-8
• Molecular Formula: C15H10N2
• Molecular Weight: 218.258
• Hs Code.: 2933990090

Synonyms:7H-Pyrido<3,2-c>carbazol;carbazole deriv. 14;

Chemical Property of 7H-pyrido[3,2-c]carbazole

Chemical Property:

• Vapor Pressure: 1.25E-08mmHg at 25°C
• Melting Point: 173-174 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 472.2°Cat760mmHg
• PKA: 15.44±0.30(Predicted)
• Flash Point: 219.7°C
• PSA: 28.68000
• Density: 1.336g/cm³
• LogP: 3.86930

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7H-pyrido[3,2-c]carbazole

There total 2 articles about 7H-pyrido[3,2-c]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: 29.0%

2-(quinolin-8-yl)aniline + acetic acid (64-19-7,77671-22-8) → pyrido<3,2-c>carbazole (205-45-8) + N-(2-(quinolin-8-yl)phenyl)acetamide

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dihydrogen peroxide; 1,3-bis(2,4,6-trimethylphenyl)-imidazolium; at 118 ℃; regioselective reaction; Sealed tube; Microwave irradiation;

DOI:10.1016/j.tet.2019.04.026

Reference yield:

2-amino-benzeneboronic acid hydrochloride + 8-bromoquinoline (16567-18-3) → pyrido<3,2-c>carbazole (205-45-8) + N-(2-(quinolin-8-yl)phenyl)acetamide

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,2-dimethoxyethane; water / 16 h / 80 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,3-bis(2,4,6-trimethylphenyl)-imidazolium; dihydrogen peroxide / 118 °C / Sealed tube; Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dihydrogen peroxide; caesium carbonate; 1,3-bis(2,4,6-trimethylphenyl)-imidazolium; In 1,2-dimethoxyethane; water; 1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.tet.2019.04.026

Reference yield: 72.0%

pyrido<3,2-c>carbazole (205-45-8) + 4-([1,1'-biphenyl]-4-yl)-6-(2-bromophenyl)-2-phenylpyrimidine → C43H28N4

Guidance literature:

With copper; potassium carbonate; sodium sulfate; In nitrobenzene; at 170 - 180 ℃;

upstream raw materials:

acetic acid

8-bromoquinoline

Refernces

Synthesis and antitumor activity of fused quinoline derivatives

10.1248/cpb.38.3048

The study investigates the synthesis and biological properties of various fused quinoline derivatives, specifically focusing on their DNA intercalative properties, cytotoxicity against KB cells, antitumor activity in P388 leukemia mice, and ability to induce topoisomerase II-dependent DNA cleavage. Key chemicals involved include the indoloquinoline derivative 9 and the dihydrobenz[a]acridine derivative 14. Compound 9, synthesized by replacing the methylene group in 4a with an imino group, exhibited potent antitumor activity, intercalated DNA, and induced topoisomerase II-dependent DNA cleavage at low doses. In contrast, 14 was inactive in all assays. The study also examined other benzacridine derivatives (15, 20, and 21), finding that 21 showed potent activities in all assays, while 15 and 20 were less active. The research highlights the importance of chromophore planarity and structural features in determining the intercalative ability and antitumor activity of these compounds, with 9 being the most potent in this series.

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