74316-55-5

Basic information

• Product Name: 5-BROMO-8-METHYL-QUINOLINE
• Synonyms: 5-BROMO-8-METHYL-QUINOLINE
• CAS NO: 74316-55-5
• Molecular Formula: C₁₀H₈BrN
• Molecular Weight: 222.08
• Mol File: 74316-55-5.mol
• Article Data: 22

Chemical Properties

• Melting Point: 37-38 °C
• Boiling Point: 315.7±22.0 °C(Predicted)
• Appearance: /
• Density: 1.488±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.95±0.29(Predicted)
• CAS DataBase Reference: 5-BROMO-8-METHYL-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-8-METHYL-QUINOLINE(74316-55-5)
• EPA Substance Registry System: 5-BROMO-8-METHYL-QUINOLINE(74316-55-5)

Safety Data

• Hazardous Substances Data: 74316-55-5(Hazardous Substances Data)

Usage

General Description

5-Bromo-8-methyl-quinoline is a chemical compound with the molecular formula C10H8BrN. It is a heterocyclic compound with a quinoline core structure and a bromine atom at the 5th position and a methyl group at the 8th position. This chemical is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is known for its potential as a building block in the development of new drugs and bioactive molecules. Additionally, 5-Bromo-8-methyl-quinoline is also used in research and development activities in the field of medicinal chemistry and chemical biology. Its unique structure and reactivity make it a valuable tool for scientists and researchers in the study and development of new compounds with potential biological activities.

Upstream product

• 39478-78-9 5-bromo-2-methylaniline 
• 56-81-5 glycerol 
• 611-32-5 8-methylquinoline 
• 7726-95-6 bromine 
• 3054-95-3 acrylaldehyde diethyl acetal 

Downstream Products

• 74316-57-7 8-methylquinoline-5-carbonitrile 
• 74316-52-2 8-methyl-5-quinolinecarboxylic acid 
• 885267-41-4 5-bromoquinoline-8-carboaldehyde 
• 1373436-70-4 8-[bis(benzenesulfonyl)aminomethyl]-5-bromoquinoline 
• 1392738-62-3 8-fluoromethyl-5-phenylquinoline 
• 1392739-04-6 C₂₁H₂₁NO₂ 
• 113431-48-4 8-methyl-5-phenylquinoline 
• 1445781-87-2 (S)-5-((1-(3-fluorophenyl)-2-(methylamino)ethyl)amino)quinoline-8-carboxamide 
• 1445781-88-3 (S)-5-{1-(3-fluoro-phenyl)-2-[methyl-(4-nitro-benzenesulfonyl)-amino]-ethylamino}-quinoline-8-carboxylic acid methyl ester 
• 1445781-89-4 (S)-5-{1-(3-fluoro-phenyl)-2-[methyl-(4-nitro-benzenesulfonyl)-amino]-ethylamino}-quinoline-8-carboxamide 
• 1445781-45-2 methyl 5-bromoquinoline-8-carboxylate 
• 1575701-49-3 N-[(5-bromoquinolin-8-yl)methyl]-4-methylbenzenesulfonamide 
• 1609646-70-9 N-((5-bromoquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide 
• 1627722-90-0 methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline-8-carboxylate 

Relevant articles and documents

1H-PYRAZOLO[4,3-d]PYRIMIDINE COMPOUNDS AS TOLL-LIKE RECEPTOR 7 (TLR7) AGONISTS

Compounds according to formula I are useful as agonists of Toll-like receptor 7 (TLR7). Such compounds can be used in cancer treatment, especially in combination with an anti-cancer immunotherapy agent, or as a vaccine adjuvant.

RhIII-Catalyzed Direct Heteroarylation of C(sp3)-H and C(sp2)-H Bonds in Heterocycles with N-Heteroaromatic Boronates

Herein, we disclose a RhIII-catalyzed heteroarylation of C(sp3)-H and C(sp2)-H bonds in heterocycles with organoboron reagents. This protocol displays high efficiency and excellent functional group tolerance. A range of heterocyclic boronates with strong coordinating atoms, including pyridine, pyrimidine, pyrazole, thiophene, and furan derivatives, can be extensively served as the coupling reagents. The direct heteroarylation method could supply potential application in terms of the synthesis of drug molecules with multiple heterocycles.

Rh(iii)-Catalyzed straightforward arylation of 8-methyl/formylquinolines using diazo compounds

A straightforward Rh(iii)-catalyzed general strategy was developed for the introduction of naphthol/phenol moieties to the C(sp3)-H bond of 8-methylquinoline using diazonaphthalen-2(1H)-ones/quinone diazides. The developed method was further extended towards the arylation of 8-formylquinolines to accomplish diarylketone derivatives. The method is simple, relatively rapid, and chemo and regioselective with a wide scope and functional group tolerance. The synthetic utility was established through gram-scale synthesis and biologically active molecule construction.