71083-13-1

Basic information

• Product Name: Ethyl 4-hydroxybenzo[h]quinoline-3-carboxylate
• CAS NO: 71083-13-1
• Molecular Formula: C₁₆H₁₃NO₃
• Molecular Weight: 267.27932
• Mol File: 71083-13-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl 4-hydroxybenzo[h]quinoline-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-hydroxybenzo[h]quinoline-3-carboxylate(71083-13-1)
• EPA Substance Registry System: Ethyl 4-hydroxybenzo[h]quinoline-3-carboxylate(71083-13-1)

Safety Data

• Hazardous Substances Data: 71083-13-1(Hazardous Substances Data)

Upstream product

• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 131775-94-5 2-[(naphthalen-1-ylamino)methylidene]malonic acid diethyl ester 
• 134-32-7 1-amino-naphthalene 

Downstream Products

• 68313-48-4 benzo[h]quinolin-4-amine 
• 23443-09-6 4-hydroxybenzo[h]quinoline 
• 51726-83-1 4-oxo-1,4-dihydrobenzo[h]quinoline-3-carboxylic acid 
• 37041-30-8 3-carbethoxy-4-chlorobenzo(h)quinoline 
• 35957-14-3 4-hydroxy-benzo[h]quinoline-3-carboxylic acid 

Relevant articles and documents

Green efficient synthesis method of quinolone compound

The invention discloses a green efficient synthesis method of a quinolone compound. The method is as follows: Step 1, a dicarbonyl compound, triethyl orthoformate and an aniline compound react in theabsence of a solvent and a catalyst to obtain an enamine ester intermediate; and Step 2, the enamine ester intermediate is subjected to an intramolecular cyclization reaction under the action of a cyclization reagent diphenyl ether to obtain a quinolone parent ring compound. The purity of the product reaches up to 98.8%. the synthesis method of the invention has the following main beneficial effects: 1, the reaction in the Step 1 is efficient, and no catalyst or solvent is used so as to avoid generation of the three wastes and the yield is high; 2, the process in the step 2 is green, the cyclization reagent can be recycled and reused; and 3, the process is simple, the steps 1 and 2 can be carried out in the same reactor, and the quinolone compound is obtained after reaction and filtration.

Novel quinolone-3-carboxylic acid derivatives as anti-HIV-1 agents: design, synthesis, and biological activities

A new series of quinolone-3-carboxylic acids featuring different hydrophobic groups at N-1, C-2, C-7, and C-8 positions were synthesized and evaluated for their activity against single-cycle replicable HIV NL4-3 as inhibition rate of p24 expression in Hela cells cultures. Most of the synthesized compounds showed anti-HIV activity with no significant cytotoxicity at concentration of 100 μM. The most active compounds 4h, 4k, and 4j exhibited anti-HIV activity with an inhibition rate of 55, 71, and 84 %, respectively. A docking study using the crystallographic data available for PFV integrase including its complexes with Mg2+ and Raltegravir revealed that the active compounds could occupy same space near Raltegravir and interact with the Mg2+ ions in the active site. Thus, the anti-HIV activity of the synthesized compounds might involve a metal chelating mechanism. [InlineMediaObject not available: see fulltext.]

Benzo(h)quinoline derivatives as G-quadruplex binding agents

G-quadruplexes are unusual structures formed from guanine-rich sequences of nucleic acids. G-quadruplexes have been postulated to play important roles in a number of biological systems including gene regulation and the inhibition of enzyme function. Recen