22246-17-9

Basic information

• Product Name: 7-Methoxy-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 7-Methoxy-3,4-dihydro-1H-quinolin-2-one;7-Methoxy-3,4-dihydroquinolin-2(1H)-one;7-Methoxy-3,4-dihydro-2(1H)-quinolinone;3,4-dihydro-7-Methoxy-2(1H)-Quinolinone;7-Methoxy-2,3-dihydro-2(1H) quinolinone;7-Methoxy-3,4-dihydroquinolin-2(1H)
• CAS NO: 22246-17-9
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.19984
• Mol File: 22246-17-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 145-147℃
• Boiling Point: 358.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.159
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.37±0.20(Predicted)
• CAS DataBase Reference: 7-Methoxy-3,4-dihydro-1H-quinolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methoxy-3,4-dihydro-1H-quinolin-2-one(22246-17-9)
• EPA Substance Registry System: 7-Methoxy-3,4-dihydro-1H-quinolin-2-one(22246-17-9)

Safety Data

• Hazardous Substances Data: 22246-17-9(Hazardous Substances Data)

Usage

General Description

7-Methoxy-3,4-dihydro-1H-quinolin-2-one, also known as 7-Methoxy-1,2,3,4-tetrahydroquinolin-2-one, is a chemical compound with the molecular formula C10H11NO2. It is a derivative of quinolin-2-one and is commonly used in pharmaceutical research and drug development. It has been studied for its potential therapeutic properties, including its effects on the central nervous system and as an anti-inflammatory agent. 7-Methoxy-3,4-dihydro-1H-quinolin-2-one has also shown potential for use in the treatment of neurological disorders and as an anti-cancer agent. Its unique chemical structure and pharmacological properties make it an important target for further research and development in the field of medicinal chemistry.

Upstream product

• 150-76-5 4-methoxy-phenol 
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• 1050513-75-1 3-(2-amino-4-methoxy-phenyl)propan-1-ol 
• 22246-18-0 7-hydroxy-3,4-dihydro-2-(1H)-quinolinone 
• 13061-96-6 dihydroxy-methyl-borane 
• 58196-33-1 7-hydroxy-1,2,3,4-tetrahydroquinoline 
• 74-88-4 methyl iodide 
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Downstream Products

• 23981-26-2 7-methoxyquinolin-2(1H)-one 
• 1224927-76-7 2-[6′-(4′′-chlorophenyl)-7′-methoxy-3′,4′-dihydro-1H-quinolin-2′-one-1′-yl]acetic acid 
• 1224927-82-5 tert-butyl 2-[6′-(4′′-chlorophenyl)-7′-methoxy-3′,4′-dihydro-1H-quinolin-2′-one-1′-yl]acetate 
• 1345614-80-3 1,11-bis{3-[1-(4-acetoxyphenyl)-2,2,2-trifluoroethoxysulfonyl]propyl}-3,4,8,9,10,11-hexahydro-2H-13-oxa-6,11-diaza-1-azonia-pentacene tetrafluoroborate 
• 1345614-78-9 1,11-bis[3-(2,2,2-trifluoro-1-phenylethoxysulfonyl)propyl]-3,4,8,9,10,11-hexahydro-2H-13-oxa-6,11-diaza-1-azonia-pentacene chloride 
• 1345614-74-5 11-{3-[1-(4-acetoxyphenyl)-2,2,2-trifluoroethoxysulfonyl]propyl}-3,4,8,9,10,11-hexahydro-2H-13-oxa-6,11-diaza-1-azonia-pentacene trifluoroacetate 
• 1345614-72-3 1-ethyl-11-[3-(2,2,2-trifluoro-1-phenylethoxysulfonyl)propyl]-3,4,8,9,10,11-hexahydro-2H-13-oxa-6,11-diaza-1-azonia-pentacene trifluoroacetate 
• 1345614-68-7 acetic acid 4-(2,2,2-trifluoro-1-{3-[7-methoxy-6-(4-nitrophenylazo)-3,4-dihydro-2H-quinolin-1-yl]propane-1-sulfonyloxy}ethyl)phenyl ester 
• 1345614-67-6 3-(7-methoxy-6-(4-nitrophenylazo)-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonic acid 2,2,2-trifluoro-1-phenylethyl ester 
• 1345614-65-4 acetic acid 4-{2,2,2-trifluuoro-1-[3-(7-methoxy-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonyloxy]ethyl}phenyl ester 
• 1345614-64-3 3-(7-methoxy-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonic acid 2,2,2-trifluoro-1-phenylethyl ester 
• 1345614-66-5 3-(7-methoxy-6-(4-nitrophenylazo)-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonic acid 
• 19500-61-9 7-methoxy-1,2,3,4-tetrahydroquinoline 
• 187680-06-4 7-methoxy-1-methyl-2-thioxo-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Site- and Enantioselective C?H Oxygenation Catalyzed by a Chiral Manganese Porphyrin Complex with a Remote Binding Site

A chiral manganese porphyrin complex with a two-point hydrogen-bonding site was prepared and probed in catalytic C?H oxygenation reactions of 3,4-dihydroquinolones. The desired oxygenation occurred with perfect site selectivity at the C4 methylene group and with high enantioselectivity in favor of the respective 4S-configured secondary alcohols (12 examples, 29–97 % conversion, 19–68 % yield, 87–99 % ee). Mechanistic studies support the hypothesis that the reaction proceeds through a rate- and selectivity-determining attack of the reactive manganese oxo complex at the hydrogen-bound substrate and an oxygen transfer by a rebound mechanism.

Cu-Catalyzed Phenol O-Methylation with Methylboronic Acid

A Cu-catalyzed oxidative cross-coupling of phenols with methylboronic acid to form aryl methyl ethers has been developed, expanding the scope of Chan-Evans-Lam alkylation. Electron-deficient phenol derivatives with a broad array of functional groups are methylated in high yields. Increased reaction temperature and catalyst loading enables the methylation of substrates incorporating pyridine and dihydroquinolone motifs. Electron-rich phenol derivatives are poor substrates for the methylation; the characterization of C?H homodimerization products formed from these substrates illuminates a competing mechanistic pathway.

Selective Fragments for the CREBBP Bromodomain Identified from an Encoded Self-assembly Chemical Library

DNA-encoded chemical libraries (DECLs) are collections of chemical moieties individually coupled to distinctive DNA barcodes. Compounds can be displayed either at the end of a single DNA strand (i. e., single-pharmacophore libraries) or at the extremities of two complementary DNA strands (i. e., dual-pharmacophore libraries). In this work, we describe the use of a dual-pharmacophore encoded self-assembly chemical (ESAC) library for the affinity maturation of a known 4,5-dihydrobenzodiazepinone ring (THBD) acetyl-lysine (KAc) mimic for the cyclic-AMP response element binding protein (CREB) binding protein (CREBBP or CBP) bromodomain. The new pair of fragments discovered from library selection showed a sub-micromolar affinity for the CREBBP bromodomain in fluorescence polarization and ELISA assays, and selectivity against BRD4(1).