70027-78-0

Usage

Class

Quinoline derivatives

Structure

Contains a quinoline ring, a carbaldehyde group, and a methyl group attached to it.

Usage

Organic synthesis as a building block for various pharmaceuticals, agrochemicals, and other fine chemicals.

Purpose

Useful for creating new molecules and studying their biological activities.

Applications

Potential applications in medicinal chemistry and drug discovery due to its pharmacological properties.

Upstream product

• 860716-87-6 (2-carboxy-1-methyl-4-oxo-1,4-dihydro-[3]quinolyl)-glyoxylic acid 
• 7509-12-8 1,4-dihydro-4-oxoquinoline-3-carbaldehyde 
• 74-88-4 methyl iodide 
• 551-93-9 2-aminoacetophenone 
• 201420-30-6 4-chloroquinoline-3-carboxaldehyde 
• 577-59-3 2-acetylnitrobenzene 

Downstream Products

• 1257982-99-2 C₁₈H₁₄ClNO 
• 1257983-04-2 (E)-3-[2-(4-chlorophenyl)vinyl]-1-methylquinolin-4(1H)-one 
• 1257983-01-9 C₁₈H₁₄N₂O₃ 
• 1257983-06-4 (E)-1-methyl-3-[2-(4-nitrophenyl)vinyl]quinolin-4(1H)-one 
• 1257983-00-8 C₂₀H₁₉NO₂ 
• 1257983-05-3 (E)-3-(4-ethoxystyryl)-1-methylquinolin-4(1H)-one 

Relevant academic research and scientific papers

HETEROCYCLIC COMPOUNDS AS MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)

The present invention relates to compounds of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof that are useful as modulators of STING (Stimulator of Interferon Genes). The present invention further relates to the compounds of formula (I) for use as a medicament and to a pharmaceutical composition comprising said compounds.

FUNCTIONALIZED HETEROCYCLIC COMPOUNDS AS MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)

The present invention relates to compound-linker constructs and antibody-drug-conjugates of compounds of formula (I) that are useful as modulators of STING (Stimulator of Interferon Genes).

NEXT-GENERATION MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)

The present invention relates to compounds of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof that are useful as modulators of STING (Stimulator of Interferon Genes). The present invention further relates to the compounds of formula (I) for use as a medicament and to a pharmaceutical composition comprising said compounds.

Quinolinone compound and application thereof

The invention discloses a quinolinone compound containing rhodanine and similar fragments thereof and pharmaceutically acceptable salts thereof, and relates to the technical field of organic chemistry. The quinolinone compound is shown as general formula I in the specification, wherein substituent groups R1, X and R2 have meanings given in the specification. The invention also relates to application of the compound shown as the general formula I and the pharmaceutically acceptable salts thereof in preparing medicines for treating diseases caused by abnormal expression of IDO, in particular toapplication in preparing medicines for treating and/or preventing cancers.

MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)

The present invention relates to compounds of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof that are useful as modulators of STING (Stimulator of Interferon Genes). The present invention further relates to the compounds of formula (I) for use as a medicament and to a pharmaceutical composition comprising said compounds.

An experimental NMR and computational study of 4-quinolones and related compounds

We report the synthesis and structural study of eight compounds, either quinolin-4(1H)-ones or quinolines. Tautomerism as well as (E) → (Z) and rotational isomerism were studied both experimentally (1H and 13C NMR) and theoretically [B3LYP/6-311++G(d,p)]. Springer-Verlag 2011.

Supported TBD-assisted solution phase diversification of formyl-aza-heterocycles through alkylation-knoevenagel one pot sequences

An efficient solution-phase parallel procedure to perform the structural diversification of some formyl-nitrogen heterocycles (A) using the reusable TBD supported base is described. The library synthesis is based in a consecutive Alkylation-Knoevenagel functionalisation that uses alkyl halides (B), Michael acceptors (C) and activated methylene compounds (D) as diversity elements.

New synthesis of (Z)-and (E)-3-styryl-4-quinolones

A novel and efficient route for the synthesis of (Z)-and (E)-3-styryl-4-quinolones is described. Wittig reaction of 4-(chloroquinoline- and quinolone)-3-carbaldehydes with benzylic ylides is the key transformation for this synthetic route. The (Z)-1-methyl-3-styryl-4-quinolone is obtained with high diastereoselectivity from the reaction of 1-methyl-4-quinolone-3- carbaldehyde; while (E)-3-styryl-4-quinolone is prepared through the Wittig reaction of 4-chloroquinoline-3-carbaldehyde followed by acid hydrolysis. Both synthetic routes are efficient regardless of the substituents on the benzylic ylides. Georg Thieme Verlag Stuttgart - New York.

Efficient consecutive alkylation-Knoevenagel functionalisations in formyl aza-heterocycles using supported organic bases

An efficient solution-phase parallel procedure to perform the structural diversification of some formyl aza-heterocycles employing supported organic bases (PS-BEMP, PS-TBD or Si-TBD) is described. The library synthesis is based on a consecutive alkylation-Knoevenagel functionalisation that employs alkyl halides, Michael acceptors, and malonic acid derivatives as diversity elements. Georg Thieme Verlag Stuttgart.

Quinolone derivatives and their use in a method of controlling an immediate hypersensitivity disease

Compounds of the following formula are described: STR1 in which n is 0, 1 or 2, R1 is C1-4 alkyl, C1-4 alkoxy, C1-4 alkylthio, C1-4 alkylsulphonyl, trifluoromethyl, halo or nitro, and R2 and R3 are each independently hydrogen or C1-4 alkyl, and salts thereof. The compounds are useful in the treatment of immediate hypersensitivity conditions and are prepared by reaction of the appropriate formylquinolone with malonic acid, ylid or phosphonate.