1353669-36-9Relevant articles and documents
Tetrazole substituted quinolinone derivative and preparation method and application thereof
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, (2020/08/25)
The invention discloses a tetrazole substituted quinolinone derivative and a preparation method and application thereof, and belongs to the technical field of organic compound preparation. The structure of the compound is shown as a formula (I) or pharmaceutically acceptable salt thereof, and in the formula, R1 is tetrazole, R2 is a hydrogen atom or a halogen atom, and R3 is a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group. The product disclosed by the invention is a high-efficiency aldose reductase inhibitor with excellent membrane permeability, and the in-vivo availability of the inhibitor can be improved, so that the effect of treating diabetic complications is achieved.
Breaking and Making of Rings: A Method for the Preparation of 4-Quinolone-3-carboxylic Acid Amides and the Expensive Drug Ivacaftor
Vasudevan,Jachak, Gorakhnath R.,Reddy, D. Srinivasa
supporting information, p. 7433 - 7437 (2016/01/25)
A simple and convenient method to access 4-quinolone-3-carboxylic acid amides from indole-3-acetic acid amides through one-pot oxidative cleavage of the indole ring followed by condensation (Witkop-Winterfeldt type oxidation) was explored. The scope of the method was confirmed with more than 20 examples and was successfully applied to the synthesis of the drug Ivacaftor, the most expensive drug on the market.
Direct transformation of Baylis-Hillman acetates into N-substituted quinolones through an SN2′→ SNAr→(Δ3,4-Δ2,3 shift)→oxidation sequence
Napoleon, John Victor,Kannoth Manheri, Muraleedharan
experimental part, p. 3379 - 3388 (2011/11/30)
When subjected to tandem SN2-SNAr cyclization in the presence of alkyl or aralkyl amines, Baylis-Hillman acetates gave the corresponding 1,2-dihydroquinolines, which on simple exposure to light and oxygen afforded the corresponding 4- and 2-quinolones through sensitized oxidation or a 3,4-2,3 shift oxidation cascade. The mechanism of the oxidation step, the stabilities of the 1,2- and 1,4-dihydroquinolines in solution and in the solid state, and the synthetic elaboration of the key intermediates to known therapeutic agents are discussed. Georg Thieme Verlag Stuttgart · New York.