67984-94-5

Usage

Structure

Quinoline derivative with a methyl group and a carboxylic acid functional group

Usage

Building block in the synthesis of pharmaceuticals and agrochemicals

Properties

Antimicrobial and anti-inflammatory

Potential applications

Drug development, treating neurodegenerative diseases, and cancer treatment

Field of application

Medicine and agriculture

Upstream product

• 85870-47-9 1,2-dihydro-2-oxo-3-quinolinecarboxylic acid,ethyl ester 
• 74-88-4 methyl iodide 
• 2003-79-4 2-oxo-1,2-dihydro-quinoline-3-carboxylic acid 
• 529-23-7 o-aminobenzaldehyde 
• 38559-35-2 3,10-dimethyl-5-deazaisoalloxazine 
• 1239164-76-1 ethyl 1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate 
• 17422-56-9 diethyl 2-(2-nitrobenzylidene)malonate 
• 552-89-6 2-nitro-benzaldehyde 
• 141-82-2 malonic acid 
• 7755-70-6 2-(methylamino)benzaldehyde 

Downstream Products

• 2859-29-2 1-methyl-3-phenylquinolin-2(1H)-one 
• 1239164-54-5 3-oxo-1-cyclohexenyl 1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate 
• 1239164-02-3 3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1-methylquinolin-2(1H)-one 
• 53995-92-9 3-benzoyl-1-methylquinolin-2(1H)-one 

Relevant academic research and scientific papers

Amide compounds and uses thereof

Provided herein are novel amide compounds of formula (I), pharmaceutical compositions comprising same, methods for preparing same, and uses thereof, wherein the definition of each symbol is as described in the description.

Mapping Chromone-3-Phenylcarboxamide Pharmacophore: Quid Est Veritas?

Chromone-3-phenylcarboxamides (Crom-1 and Crom-2) were identified as potent, selective, and reversible inhibitors of human monoamine oxidase B (hMAO-B). Since they exhibit some absorption, distribution, metabolism, and excretion (ADME)-toxicity liabilities, new derivatives were synthesized to map the chemical structural features that compose the pharmacophore, a process vital for lead optimization. Structure-activity relationship data, supported by molecular docking studies, provided a rationale for the contribution of the heterocycle's rigidity, the carbonyl group, and the benzopyran heteroatom for hMAO-B inhibitory activity. From the study, N-(3-chlorophenyl)-4H-thiochromone-3-carboxamide (31) (hMAO-B IC50 = 1.52 ± 0.15 nM) emerged as a reversible tight binding inhibitor with an improved pharmacological profile. In in vitro ADME-toxicity studies, compound 31 showed a safe cytotoxicity profile in Caco-2, SH-SY5Y, HUVEC, HEK-293, and MCF-7 cells, did not present cardiotoxic effects, and did not affect P-gp transport activity. Compound 31 also protected SH-SY5Y cells from iron(III)-induced damage. Collectively, these studies highlighted compound 31 as the first-in-class and a suitable candidate for in vivo preclinical investigation.

FLUORESCENT DYE AGENT AND CARBOSTYRIL COMPOUND

PROBLEM TO BE SOLVED: To provide a novel fluorescent dye agent. SOLUTION: A fluorescent dye agent contains a carbostyril compound represented by formula (1) [in the formula (1), R1 is H, a halogen atom, a hydroxyl group, a cyano group, a nitro group or the like; R2 is O; R3 is a halogen atom, a carboxyl group, an ester group, an amide group or the like; R4-R6 and R8 independently represent H, a halogen atom, a nitro group, a cyano group or the like, where mutually adjacent groups of R4-R8 may be bound to form a ring; R7 is H, a substituted or unsubstituted aliphatic group or the like]. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

RING-FUSED 2-PYRIDONE DERIVATIVES AND HERBICIDES

Provided are 2-pyridone derivatives which have excellent herbicidal activity and exhibit high safety to useful crops and so on; salts thereof; and herbicides containing same. In more detail, 2-pyridone derivatives represented by general formula [I] or agrochemically acceptable salts thereof, and herbicides containing these compounds are provided. In general formula [I], X1 is an oxygen atom or a sulfur atom; X2, X3, and X4 are to each CH or N(O)m; m is an integer of 0 or 1; R1 is a hydrogen atom, a C1-12 alkyl group, or the like; R2 is a halogen atom, a cyano group, or the like; n is an integer of 0 to 4; R3 is a hydroxyl group, a halogen atom, or the like; A1 is C(R11R12); A2 is C(R13R14) or C═O; A3 is C(R15R16); and R11, R12, R13, R14, R15, and R16 are each independently a hydrogen atom or a C1-6 alkyl group.

Addition of nucleophiles to 5-deazaflavins, part 2

Further investigations with 5-deazaflavins and 5-deazaflavinium salts show a nicotinamide analogy in the addition of water, alcohols, metalorganic-compounds and amines at the 5-position of the 5-deazaflavin. Ring opening reactions of the 5-deazaflavin ske

Disproportionation in Hydrolysis of Pyrimidoquinoline-2(3H),4(10H)-diones (5-Deazaflavins)

Treatment of 5-deazaflavins with concentrated aqueous potassium hydroxide led to the exclusive formation of 1,5-dihydro-5-deazaflavins and 1,5-dihydro-5-deazaflavin-5-ones via intermolecular oxidation-reduction between initially formed 5-hydroxy-1,5-dihydro-5-deazaflavins and unchanged 5-deazaflavins; under dilute alkaline conditions the reverse oxidation-reduction between 1,5-dihydro-5-deazaflavins and 1,5-dihydro-5-deazaflavin-5-ones occurred to form the original 5-deazaflavins and 5-hydroxy-1,5-dihydro-5-deazaflavins, which were oxidized to 1,5-dihydro-5-deazaflavin-5-ones by air.When hydrolysis was carried out with dilute alkaline solution, the corresponding 2-oxoquinoline-3-carboxylic acids were obtained besides the disproportionation products 1,5-dihydro-5-deazaflavins and 1,5-dihydro-5-deazaflavin-5-ones.This disproportionation and hydrolytic scission at the 2-position complete with each other.Higher concentrations of hydroxide ion favoured the formation of the reduced 5-deazaflavins and 5-ketones by disproportionation and reduced the proportion of 2-quinolones formed by hydrolytic scission.