51336-03-9

Upstream product

• 4295-06-1 4-chloro-2-methylquinoline 
• 62-53-3 aniline 
• 98-50-0 p-aminophenylarsonic acid 
• 103-84-4 Acetanilid 
• 10025-87-3 trichlorophosphate 
• 5660-24-2 2-methyl-1H-quinolin-4-one 
• 31835-53-7 4-methoxy-2-methyl-quinoline 
• 607-67-0 4-hydroxy-2-methylquinoline 

Downstream Products

• 4295-28-7 6-methyl-11H-indolo[3,2-c]-quinoline 

Relevant academic research and scientific papers

Microwave-assisted efficient synthesis of 4-substituted amino-2-methylquinolines catalyzed by p-toluenesulfonic acid

A series of novel 4-subtituted amino-2-methylquinolines (3a-3o) were readily synthesized via the reaction of 4-chloro-2-methylquinoline with amines catalyzed by p-toluenesulfonic acid (TsOH) at 120°C for 1 h under microwave-assisted organic synthesis (MAO

Anticancer-Active N-Heteroaryl Amines Syntheses: Nucleophilic Amination of N-Heteroaryl Alkyl Ethers with Amines

A mild amination protocol of N-heteroaryl alkyl ethers with various amines is described. This transformation is achieved by utilizing simple and readily available base as promoter via C-O bond cleavage, offering a new amination strategy to access several anticancer-active compounds. This work is highlighted by the excellent functional group compatibility, scalability, wide substrate scope, and easy derivatization of a variety of drugs.

Synthesis method of aza-arylamine compound and aza-arylamine compound

The invention provides a synthesis method of an aza-arylamine compound as shown in a formula (I). The synthesis method comprises the following steps: an aza aromatic hydrocarbon compound as shown in aformula (II) reacts with an amine compound as shown in a formula (III) in presence of alkali and under a heating condition, so that u X substituent groups on an A ring of the compound as shown in theformula (II) are substituted by NRR in the compound as shown in the formula (III), and the compound as shown in the formula (I) is obtained, wherein A is an aza six-membered aromatic ring or five-membered aromatic ring, and is an independent single ring or is fused with a ring B; X refers to that the A ring has at least n X substituent groups, each X substituent group is independently selected from the group consisting of F, Cl, Br, I, CN, alkoxy of C and alkylthio of C, and n is a positive integer selected from 1-5; and the alkali is one or a mixture of more selected fromof BuOK, BuONa, BuONa, KHMDS, NaHMDS and LiHMDS. The synthesis method provided by the invention does not need the use of transition metal catalysts, is simple and convenient to operate, is economical and practical and is environmentally friendly. In addition, the invention also provides the aza-arylamine compound prepared by the method.

Design, synthesis, and biological evaluation of 2-arylethenylquinoline derivatives as multifunctional agents for the treatment of Alzheimer's disease

A series of new 2-arylethenylquinoline derivatives (4a1-4a12, 4b1-4b8, 4c1-4c4, 4d1-4d3 and 4e1-4e9) were designed, synthesized, and evaluated as potential multifunctional agents for the treatment of Alzheimer's disease (AD). In vitro studies showed that these synthetic compounds inhibited self-induced Aβ1-42 aggregation effectively ranged from 23.6% to 83.9% at the concentration of 20 μM, and acted as potential antioxidants and biometal chelators. Their structure-activity relationships were obtained and discussed. In particular, compound 4b1, the most active compound, displayed strong inhibitory activity with an IC50 value of 9.7 μM for self-induced Aβ1-42 aggregation, good antioxidative activity with a value of 3.9-fold of Trolox, potent inhibitory activity for cholinesterase with IC50 values of 0.2 μM and 64.1 μM against butyrylcholinesterase (BuChE) and acetylcholinesterase (AChE), respectively. Besides, 4b1 was also capable of disassembling the self-induced Aβ1-42 aggregation fibrils with a ratio of 59.8% at 20 μM concentration, and had a good metal chelating activity. Taken together, these results suggest that compound 4b1 might be a promising lead compound for AD treatment.

Synthesis of novel alkyl and aryl substituted dibenzo[b,h][1,6] naphthyridines

A one-pot synthesis of 7-alkyl and aryl substituted dibenzo[b,h][1,6] naphthyridines is reported from the reaction of 4-chloro-2-methylquinolines and alkyl/aryl substituted aminoketones. Because the yield of the dibenzonaphthyridines was poor, in an alter

Heteroatom directed photoannulation: synthesis of indoloquinoline alkaloids: cryptolepine, cryptotackieine, cryptosanguinolentine, and their methyl derivatives

A three-step synthesis of indoloquinoline alkaloids is described. The reaction of 2,3 and 4-substituted haloquinolines with anilines afforded the respective anilinoquinolines, which upon photocyclization gave the indoloquinolines. By regioselective methylation on quinoline nitrogen, furnished the alkaloids cryptotackieine, cryptosanguinolentine, cryptolepine, and the synthetic isomer isoneocryptolepine. Their methyl derivatives were also synthesized in search of new antiplasmodial drugs and DNA intercalating agents.

Synthesis and?SAR study of?acridine, 2-methylquinoline and?2-phenylquinazoline analogues as?anti-prion agents

Transmissible spongiform encephalopathies (TSEs) are thought to arise from aggregation of a protease resistant protein denoted PrPSc, which is a misfolded isoform of the normal cellular prion protein PrPC. Using virtual high-throughp

A facile approach to dibenzo [b,f] [1,6] naphthyridines using Vilsmeier conditions

A series of 1,6-naphthyridines have been synthesized. When 4-chloro 2-methyl quinoline 1a on reaction with aniline yielded 4-quinolinamine 2a which upon cyclisation afforded the titled compounds 3a using Vilsmeier conditions.