89060-22-0

Basic information

• Product Name: 6-METHOXY-QUINOLINE-2-CARBALDEHYDE
• Synonyms: 6-METHOXY-QUINOLINE-2-CARBALDEHYDE;6-METHOXYQUINOLINE-4-CARBOXALDEHYDE
• CAS NO: 89060-22-0
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19466
• Mol File: 89060-22-0.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 353.7°C at 760 mmHg
• Flash Point: 167.7°C
• Appearance: /
• Density: 1.227g/cm³
• Vapor Pressure: 3.52E-05mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 6-METHOXY-QUINOLINE-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-QUINOLINE-2-CARBALDEHYDE(89060-22-0)
• EPA Substance Registry System: 6-METHOXY-QUINOLINE-2-CARBALDEHYDE(89060-22-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• Hazardous Substances Data: 89060-22-0(Hazardous Substances Data)

Usage

Description

6-Methoxy-quinoline-2-carbaldehyde, also known as 6-Methoxy-2-formylquinoline, is a chemical compound with the molecular formula C11H9NO2. It belongs to the class of organic compounds known as quinolines. 6-METHOXY-QUINOLINE-2-CARBALDEHYDE features a quinoline ring with a methoxy group at the 6-position and a formyl group at the 2-position, which makes it a versatile intermediate for the synthesis of diverse pharmacological agents.

Uses

Used in Pharmaceutical Industry:
6-Methoxy-quinoline-2-carbaldehyde is used as a building block for the synthesis of various biologically active molecules. It plays a crucial role in the development of antimalarial and antibacterial agents due to its unique chemical structure that allows for the creation of a wide range of therapeutic compounds.

InChI:InChI=1/C11H9NO2/c1-14-9-2-3-11-10(6-9)8(7-13)4-5-12-11/h2-7H,1H3

Upstream product

• 1078-28-0 6-methoxyquinaldine 
• 613-21-8 6-hydroxyquinaldine 
• 123-30-8 4-amino-phenol 
• 15644-90-3 6-methoxy-2-methylquinolin-4-ol 
• 856095-00-6 4-bromo-6-methoxy-2-methylquinoline 
• 67-56-1 methanol 
• 5263-87-6 6-methoxy quinoline 
• 104-94-9 4-methoxy-aniline 
• 201230-82-2 carbon monoxide 
• 476161-59-8 2--bromo--6--methoxyquinoline 

Downstream Products

• 75433-99-7 6-Methoxy-quinoline-2-carboxylic acid 
• 1053265-27-2 (4aS)-8-methoxy-3-[(2S)-2-methoxy-2-phenylethanoyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline 
• 1053266-42-4 Methyl 3-(2-phenoxybenzyl)-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylate 
• 1053265-01-2 methyl (4aS,R)-3-benzyl-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]-quinoline-8-carboxylate 
• 1053265-03-4 methyl (4aS,R)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylate 
• 1053265-04-5 (4aS,R)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride 
• 1044900-36-8 N-({(4aS,R)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide 
• 21535-78-4 3-benzyl-8-methoxy-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline 

Relevant articles and documents

Iodine-catalyzed oxidative annulation: Facile synthesis of pyrazolooxepinopyrazolones: Via methyl azaarene sp3C-H functionalization

An iodine-catalyzed methyl azaarene sp3 C-H functionalization has been developed for the synthesis of a seven-membered O-heterocyclic architecture containing three different heterocyclic aromatic hydrocarbons. This method can be applied to a wide range of substituted methyl azaarenes and diverse 2,4-dihydro-3H-pyrazol-3-ones, and brings about the efficient preparation of 2,9-dihydrooxepino[2,3-c:6,5-c′]dipyrazol-3(7H)-ones in high yields with the merits of low catalyst loading, good functional group tolerance and metal-free conditions.

NOVEL COMPOUNDS USEFUL AS NEAR-INFRARED FLUORESCENT PROBES SELECTIVELY BINDING TO TAU AGGREGATES AND METHOD OF PREPARING THE SAME

Disclosed are a compound with near-infrared fluorescence that selectively binds to tau aggregates, a method for preparing the same, a tau-targeting near-infrared fluorescent probe including the compound, a composition for detecting a tau fiber protein containing the near-infrared fluorescent probe as an active ingredient, and the use of the composition for the diagnosis of tauopathy. In particular, the compound does not bind to an amyloid beta protein and has high selectivity to a tau aggregate, specifically reported as an etiology of the initial state of tauopathy, thus being useful as a near-infrared fluorescent detector for detecting a tau fiber protein for early diagnosis of a tauopathy including Alzheimer's disease.

Iodine-imine Synergistic Promoted Povarov-Type Multicomponent Reaction for the Synthesis of 2,2′-Biquinolines and Their Application to a Copper/Ligand Catalytic System

An efficient iodine-imine synergistic promoted Povarov-type multicomponent reaction was reported for the synthesis of a practical 2,2′-biquinoline scaffold. The tandem annulation has reconciled iodination, Kornblum oxidation, and Povarov aromatization, where the methyl group of the methyl azaarenes represents uniquely reactive input in the Povarov reaction. This method has broad substrate scope and mild conditions. Furthermore, these 2,2′-biquinoline derivatives had been directly used as bidentate ligands in metal-catalyzed reactions.