113798-28-0

Basic information

• Product Name: Quinoline, 4-chloro-2-(2-phenylethenyl)-
• CAS NO: 113798-28-0
• Molecular Formula: C17H12ClN
• Molecular Weight: 265.742
• Mol File: 113798-28-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Quinoline, 4-chloro-2-(2-phenylethenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 4-chloro-2-(2-phenylethenyl)-(113798-28-0)
• EPA Substance Registry System: Quinoline, 4-chloro-2-(2-phenylethenyl)-(113798-28-0)

Safety Data

• Hazardous Substances Data: 113798-28-0(Hazardous Substances Data)

Upstream product

• 6287-35-0 ethyl 3-anilinocrotonate 
• 5660-24-2 2-methyl-1H-quinolin-4-one 
• 607-67-0 4-hydroxy-2-methylquinoline 
• 587-95-1 acetoacetic acid-ethylester-anil 
• 62-53-3 aniline 
• 100-42-5 styrene 
• 4637-59-6 4-Chloroquinoline N-oxide 
• 4295-06-1 4-chloro-2-methylquinoline 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 

Downstream Products

• 93323-29-6 (E)-2-styrylquinolin-4-amine 

Relevant articles and documents

NH4I-mediated sp3 C-H cross-dehydrogenative coupling of benzylamines with 2-methylquinoline for the synthesis of E-2-styrylquinolines

Without any metal catalyst, a simple and efficient method for the synthesis of E-2-styrylquinolines through sp3 C-H cross-dehydrogenative coupling of benzylamines with 2-methylquinolines mediated by NH4I under air is successfully developed. The oxidative olefination proceeded through deamination and sp3 C–H bond activation. A plausible mechanism is proposed for the construction of E-2-styrylquinolines.

Structure-activity relationships and mechanistic studies of novel mitochondria-targeted, leishmanicidal derivatives of the 4-aminostyrylquinoline scaffold

A new class of quinoline derivatives, bearing amino chains at C-4 and a styryl group at C-2, were tested on Leishmania donovani promastigotes and axenic and intracellular Leishmania pifanoi amastigotes. The introduction of the C-4 substituent improves the activity, which is due to interference with the mitochondrial activity of the parasite and its concomitant bioenergetic collapse by ATP exhaustion. Some compounds show a promising antileishmanial profile, with low micromolar or submicromolar activity on promastigote and amastigote forms and a good selectivity index.

Design, synthesis and anti-HIV-1 activity of modified styrylquinolines

Background: Drug resistance and reservoirs of latent viral infection have prevented total eradication of the HIV-virus which underlines the need for continuous efforts in the discovery of new anti-HIV agents. The present study deals with the synthesis of novel compounds based on naturally occurring scaffolds and their evaluation as potential anti-HIV agents. Objective: Design and synthesis of styrylquinoline scaffold based new molecules and evaluation of their anti-HIV-1 activity. Methods: A series of forty three new styrylquinolines (SQLs) was designed and synthesized. The newly synthesized compounds were tested for anti-HIV-1 activity against HIV-1VB59 and HIV-1UG070 primary isolates in TZM-bl cell lines. Results: The most active compounds 9 and 34 (IC50 = 0.5-4.0 μM), also exhibited significant inhibition activity against HIV-1VB51 primary isolate in PBMCs (IC50 = 7.3 μM). Compounds 9 and 34 were also found to inhibit HIV-1 entry into host cells and fusion inhibitory activities. The study encourages further exploration of SQL nucleus to design anti-HIV-1 agents. Conclusion: The study encourages further exploration of SQL nucleus to design anti-HIV-1 agents.