93299-56-0

Usage

Uses

Used in Pharmaceutical Industry:
2-chloro-6,7-dimethoxy-3-quinolinecarbonitrile is used as a chemical intermediate for the synthesis of various drugs and bioactive compounds, leveraging its unique chemical structure and biological activities.
Used in Antimalarial Drug Development:
In the field of antimalarial drug development, 2-chloro-6,7-dimethoxy-3-quinolinecarbonitrile is utilized as a key component in the creation of new therapeutic agents, targeting the specific biological pathways associated with malaria.
Used in Antitumor Drug Development:
2-chloro-6,7-dimethoxy-3-quinolinecarbonitrile is employed as a component in the development of antitumor drugs, where its chemical structure contributes to the inhibition of tumor growth and the modulation of cancer-related biological activities.
Used in Anti-inflammatory Drug Development:
2-chloro-6,7-dimethoxy-3-quinolinecarbonitrile is also used in the development of anti-inflammatory drugs, where its potential to target specific receptors and pathways can help in reducing inflammation and associated symptoms.
Used in Research and Development:
2-chloro-6,7-dimethoxy-3-quinolinecarbonitrile is used in research settings to explore its potential to target specific biological pathways and receptors, which can lead to the discovery of new therapeutic agents and treatments.
It is crucial to handle and use 2-chloro-6,7-dimethoxy-3-quinolinecarbonitrile with care due to its potential hazardous properties, ensuring safety in both production and application processes.

Upstream product

• 95460-42-7 2-chloro-6,7-dimethoxy-quinoline-3-aldoxime 
• 67-56-1 methanol 
• 106-89-8 epichlorohydrin 
• 68236-23-7 2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde 
• 881-70-9 3',4'-dimethoxyacetanilide 
• 93299-51-5 2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde oxime 
• 209521-75-5 6,7-dimethoxyquinoline-3-carbonitrile 

Downstream Products

• 125918-15-2 C₁₉H₁₈N₄O₃S 
• 106835-45-4 3-Amino-6,7-dimethoxy-1H-pyrazolo<3,4-b>quinoline 
• 42923-95-5 6,7-Dimethoxy-2-oxo-1,2-dihydro-quinoline-3-carbonitrile 
• 108197-88-2 2-Chloro-6,7-dimethoxy-4-phenyl-quinoline-3-carboxylic acid amide 
• 108197-86-0 2-Chloro-6,7-dimethoxy-4-phenyl-1,4-dihydro-quinoline-3-carbonitrile 
• 108197-89-3 C-(2-Chloro-6,7-dimethoxy-quinolin-3-yl)-C,C-diphenyl-methylamine 
• 108197-87-1 (2-Hydroxy-6,7-dimethoxy-4-phenyl-quinolin-3-yl)-phenyl-methanone 
• 94741-44-3 (2-Chloro-6,7-dimethoxy-quinolin-3-yl)-phenyl-methanone 
• 108198-01-2 N-[(2-Chloro-6,7-dimethoxy-quinolin-3-yl)-diphenyl-methyl]-acetamide 
• 108197-96-2 Phenyl-(2,6,7-trimethoxy-4-phenyl-quinolin-3-yl)-methanone 
• 108197-97-3 2,6,7-Trimethoxy-4-phenyl-quinoline-3-carboxylic acid 
• 108197-99-5 6,7-Dimethoxy-2-methylsulfanyl-4-phenyl-1,4-dihydro-quinoline-3-carbonitrile 
• 94741-42-1 3-Acetyl-2-chloro-6,7-dimethoxyquinoline 

Relevant academic research and scientific papers

lH-Pyrazolo[3,4-b]quinolin-3-amine derivatives inhibit growth of colon cancer cells via apoptosis and sub G1 cell cycle arrest

A series of lH-pyrazolo[3,4-b]quinolin-3-amine derivatives were synthesized and evaluated for anticancer efficacy in a panel of ten cancer cell lines, including breast (MDAMB-231 and MCF-7), colon (HCT-116, HCT-15, HT-29 and LOVO), prostate (DU-145 and PC3), brain (LN-229), ovarian (A2780), and human embryonic kidney (HEK293) cells, a non-cancerous cell line. Among the eight derivatives screened, compound QTZ05 had the most potent and selective antitumor efficacy in the four colon cancer cell lines, with IC50 values ranging from 2.3 to 10.2 μM. Furthermore, QTZ05 inhibited colony formation in HCT-116 cells in a concentration-dependent manner. Cell cycle analysis data indicated that QTZ05 caused an arrest in the sub G1 cell cycle in HCT-116 cells. QTZ05 induced apoptosis in HCT-116 cells in a concentration-dependent manner that was characterized by chromatin condensation and increase in the fluorescence of fluorochrome-conjugated Annexin V. The findings from our study suggest that QTZ05 may be a valuable prototype for the development of chemotherapeutics targeting apoptotic pathways in colorectal cancer cells.

Stable annelated chiral NADH models with a rigidified amide part in the quinoline series: Synthesis, reactivity and grafting on a Merrifield resin

The synthesis of new chiral nicotinamide adenine dinucleotide hydrogenated models derived from quinoline is described. Using a biomimetic approach, the out-of-plane positioning of the amide carbonyl was obtained by involving the chiral auxiliary in a lactam structure. It is shown that electron-donating groups on the benzene ring of the quinoline structure are necessary to obtain high chemical yields during the reduction of methyl benzoylformate. An interesting variation of the enantioselectivity as a function of magnesium ion concentration has been observed. Under the best conditions, methyl mandelate was obtained in up to 95% ee (R). To facilitate the recycling of these models, grafting of reagent 4 on a Merrifield resin has been developed. The resulting polymer-supported reagent 4 was tested in the asymmetric reduction of methyl benzoylformate.

Substituted 1,2,3-triazino[4',5':4,5]-thieno[2,3-B]quinolin-4(3H)-ones

Substituted 1,2,3-triazino[4',5':4,5]thieno[2,3-b]quinolin-4(3H)-ones useful as antiallergic agents are described herein. The compounds are prepared by the reaction of an appropriate substituted 3-aminothieno[2,3-b]quinoline-2-carboxamide with sodium nitrite in an acid such as acetic acid.

Unusual Reaction of 2-Chloro-6,7-dialkoxyquinoline-3-aldoxime with Epichlorohydrin

Unlike the reactions of 2-chloro- and 2-chloro-6-methoxyquinoline-3-aldoximes, the reaction of 2-chloro-6,7-dimethoxyquinoline-3-aldoxime (7) with epichlorohydrin gives 2-chloro-3-cyano-6,7-dimethoxyquinoline (13), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime monomethyl ether (12), 6,7-dimethoxyisoxazoloquinoline (15), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(2,3-epoxy)propyl ether (14), and 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(3'-methoxy-2'-hydroxy)propyl ether (16).However, 2-chloro-6,7-diethoxyquinoline-3-aldoxime (8) with epichlorohydrin affords the desired epoxy derivative (11) and a small quantity of 2-chloro-3-cyano-6,7-diethoxyquinoline (20).No definite reaction pathway could be delineated for the unusual reaction products of the reaction of 7 with epichlorohydrin.