193754-41-5Relevant academic research and scientific papers
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
Kutyrev, Alexander,Kappe, Thomas
, p. 969 - 972 (1997)
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.
Discovery of 4-hydroxy-2-oxo-1,2-dihydroquinolines as potential inhibitors of Streptococcus pneumoniae, including drug-resistant strains
Huddar, Srigouri,Jang, Soojin,Kim, Hyung Jun,Lee, Sunkyung,Park, Chul Min
supporting information, (2020/03/10)
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
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Paragraph 0413-0415, (2019/08/28)
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 148. Synthesis and antitubercular activity of 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid N-R-amides
Ukrainets,Tkach,Grinevich
experimental part, p. 956 - 966 (2009/04/11)
An improved method for the preparation of ethyl 1-hydroxy-3-oxo-6,7- dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylate has been proposed and a series of hetarylamides has been synthesized from it. A comparative analysis has been carried out of the antitubercular activities of the synthesized compounds with the active structural analogs 4-hydroxy-2-oxo-1,2-dihydroquinoline-3 and 1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-ij]quinoline-2-carboxamides studied before.
