84088-82-4

Usage

InChI:InChI=1/C14H13NO4/c1-2-19-14(18)10-12(16)9-5-3-4-8-6-7-15(11(8)9)13(10)17/h3-5,18H,2,6-7H2,1H3

Upstream product

• 866008-28-8 2-(indoline-1-carbonyl)malonic acid diethyl ester 
• 496-15-1 1-indoline 
• 6279-86-3 methanetricarboxylic acid triethyl ester 

Downstream Products

• 384799-57-9 6-hydroxy-4-oxo-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid pyridin-2-ylamide 
• 384362-41-8 C₂₂H₂₀N₂O₅ 
• 384360-61-6 C₂₃H₂₂N₂O₅ 
• 459795-67-6 C₁₈H₁₃FN₂O₃ 
• 385391-89-9 C₁₈H₁₃FN₂O₃ 
• 858743-71-2 C₁₉H₁₅BrN₂O₃ 
• 384367-18-4 C₂₀H₁₈N₂O₃ 
• 384363-43-3 C₁₉H₁₆N₂O₄ 
• 384361-67-5 C₁₉H₁₆N₂O₄ 
• 892155-35-0 C₁₈H₁₂Cl₂N₂O₃ 
• 384362-37-2 6-hydroxy-4-oxo-2,4-dihydro-1H-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid para-metoxyanilide 
• 1115424-40-2 C₁₈H₁₂Cl₂N₂O₃ 
• 384362-52-1 C₁₉H₁₅N₃O₄ 
• 459795-69-8 C₁₈H₁₅N₃O₅S 

Relevant academic research and scientific papers

4-hydroxy-2-quinolones. 94. Improved synthesis and structure of 1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-i,j]-quinoline-2-carboxylic acid ethyl ester

A modified method is proposed for preparation and purification, and the special features of the spatial structure have been studied for the ethyl ester of 1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-i,j]-quinoline-2-carboxylic acid. 2006 Springer Science+Business Media, Inc.

Discovery of 4-hydroxy-2-oxo-1,2-dihydroquinolines as potential inhibitors of Streptococcus pneumoniae, including drug-resistant strains

New therapies for treating drug-resistant pneumococcal infections are urgently needed. The novel scaffold 6-hydroxy-4-oxo-1,2-dihydro-4H-quinoline was shown to have similar efficacies against all three different serotypes of S. pneumoniae, ATCC 49617 (19F), ATCC BAA-1663 (15B), and ATCC 700904 (19A), in a resazurin-based high-throughput screen using the Korea Chemical Bank library. Further studies to identify a new lead with this scaffold, including tricyclic pyrrolo[3,2,1-ij]quinolone and pyrido[3,2,1-ij]quinolone derivatives, led to the identification of 6d, 7d and 12a. Compound 6d (IC50 = 0.92, 0.75, and 0.77 μM), 7d (IC50 = 0.57, 0.66, and 0.38 μM) and 12a (IC50 = 0.27, 1.03, and 0.62 μM) showed submicromolar IC50 values against 19F, 15B, and 19A, respectively, and thus serve as a starting point for further optimization. While some of compounds in this series exhibited acceptable pharmacokinetic profiles in preliminary in vivo rat experiments, the most active compound 12a showed poor solubility and high plasma protein binding. Our current research efforts are focused on optimizing compounds to improve physicochemical properties as well as potency.

Pharmaceutical composition for prevention or treatment of pneumonia comprising dihydroquinoline carboxamide derivative or pharmacurically acceptable salt thereof as an active ingredient

Disclosed is a pharmaceutical composition for preventing or treating pneumonia comprising a dihydroquinoline carboxamide derivative or a pharmaceutically acceptable salt thereof as an active component. The pharmaceutical composition has excellent antimicr

4-Hydroxy-2-quinolones. 107. Reaction of triethyl methanetricarboxylate with indoline

The first stage of the reaction of triethyl methanetricarboxylate with indoline is the formation of the diethyl ester of 2-(indoline-1-carbonyl)malonic acid, which then, depending on the conditions selected, may be converted into the ethyl ester of 2-(indoline-1-carbonyl)-3-(indolin-1-yl)-3-oxopropionic acid, methanetri-N-(indolin-1-yl)carboxamide, or the ethyl ester or (indolin-1-yl)amide of 1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-ij] quinoline-2-carboxylic acid.

Methanetricarboxylates as Key Reagents for the Simple Preparation of Heteroarylcarboxamides with Potential Biological Activity. Part 1 Reaction of Methanetricarboxylates with Indoline and 1,2,3,4-Tetrahydroquinoline

The reaction of methanetricarboxylates 2a,b with indoline as well as 1,2,3,4-tetrahydroquinoline yields tricyclic 4-hydroxy-2(1H)-quinolones with an ester group in position 3 (3, 8a,b). These heterocyclic esters condense with primary aliphatic, aromatic, and heteroaromatic amines to give the corresponding amides 5a-e and 10a-t.

Heterocyclic carboxamides, compositions containing such compounds, processes for their preparation and methods of treatment therewith

This invention relates to novel heterocyclic carboxamides which increase the activity of the immune system and to the preparation thereof. The invention is also concerned with pharmaceutical compositions containing the said compounds and methods of treatm