67196-16-1

Basic information

• Product Name: 9-(2-Piperidinoethyl)-9H-carbazole
• Synonyms: 9-(2-Piperidinoethyl)-9H-carbazole
• CAS NO: 67196-16-1
• Molecular Formula: C19H22N2
• Molecular Weight: 278.39
• Mol File: 67196-16-1.mol

Chemical Properties

• Boiling Point: 452.8°C at 760 mmHg
• Flash Point: 227.7°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 2.17E-08mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: 9-(2-Piperidinoethyl)-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(2-Piperidinoethyl)-9H-carbazole(67196-16-1)
• EPA Substance Registry System: 9-(2-Piperidinoethyl)-9H-carbazole(67196-16-1)

Safety Data

• Hazardous Substances Data: 67196-16-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H22N2/c1-6-12-20(13-7-1)14-15-21-18-10-4-2-8-16(18)17-9-3-5-11-19(17)21/h2-5,8-11H,1,6-7,12-15H2

Upstream product

• 110-89-4 piperidine 
• 1140-35-8 9-(β-chloroethyl)carbazole 
• 1932-03-2 2-(piperidin-4-yl)ethyl chloride 
• 33650-07-6 potassium carbazole 
• 2008-75-5 N-chloroethylpiperidine hydrochloride 
• 86-74-8 9H-carbazole 
• 1484-13-5 9-vinyl-9H-carbazole 
• 201230-82-2 carbon monoxide 

Relevant articles and documents

Synthesis, characterization and antitumor activity of 9H-carbazol-3-imidazo [4,5-f][1,10]phenanthrolin derivatives

A series of 9H-carbazol-3-imidazo[4,5-f][1,10]phenanthrolin derivatives (1-6) have been synthesized and characterized by IR, NMR and MS. The cytotoxicity of compounds 1-6 against HL-60, BGC-823, Bel-7402, and KB cell lines have been tested by MTT assays. The results indicate that compound 1 exhibits potent anticancer activity better than cisplatin with IC50 values of 0.41, 0.99, 1.19, and 0.49 μM against BGC-823, Bel-7402 and KB cell lines. The side chains have an important influence on the cytotoxicity of the compounds. The cytotoxicity of compounds 1-6 decreases with the increasing length of side chains.

Rational Design and Synthesis of Thioridazine Analogues as Enhancers of the Antituberculosis Therapy

Tuberculosis, caused by Mycobacterium tuberculosis, is still one of the leading infectious diseases globally. Therefore, novel approaches are needed to face this disease. Efflux pumps are known to contribute to the emergence of M. tuberculosis drug resistance. Thioridazine has shown good anti-TB properties both in vitro and in vivo, likely due to its capacity to inhibit efflux mechanisms. Here we report the design and synthesis of a number of putative efflux inhibitors inspired by the structure of thioridazine. Compounds were evaluated for their in vitro and ex vivo activity against M. tuberculosis H37Rv. Compared to the parent molecule, some of the compounds synthesized showed higher efflux inhibitory capacity, less cytotoxicity, and a remarkable synergistic effect with anti-TB drugs both in vitro and in human macrophages, demonstrating their potential to be used as coadjuvants for the treatment of tuberculosis.

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