1394165-59-3

Basic information

• Product Name: N-(3-fluoro-4-((6-methoxy-7-(3-(4-methyl-piperazin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-4-oxo-1-(4-fluorophenyl)-1,4-dihydroquinoline-3-carboxamide
• Synonyms: N-(3-fluoro-4-((6-methoxy-7-(3-(4-methyl-piperazin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-4-oxo-1-(4-fluorophenyl)-1,4-dihydroquinoline-3-carboxamide
• CAS NO: 1394165-59-3
• Molecular Weight: 705.761
• Mol File: 1394165-59-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(3-fluoro-4-((6-methoxy-7-(3-(4-methyl-piperazin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-4-oxo-1-(4-fluorophenyl)-1,4-dihydroquinoline-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-fluoro-4-((6-methoxy-7-(3-(4-methyl-piperazin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-4-oxo-1-(4-fluorophenyl)-1,4-dihydroquinoline-3-carboxamide(1394165-59-3)
• EPA Substance Registry System: N-(3-fluoro-4-((6-methoxy-7-(3-(4-methyl-piperazin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-4-oxo-1-(4-fluorophenyl)-1,4-dihydroquinoline-3-carboxamide(1394165-59-3)

Safety Data

• Hazardous Substances Data: 1394165-59-3(Hazardous Substances Data)

Upstream product

• 1394166-10-9 4-(2-fluoro-4-nitrophenyloxy)-6-methoxy-7-[3-(1-pyrrolidyl)propyloxy]quinoline 
• 733724-68-0 4-chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinoline 
• 1428788-17-3 6-(methoxy)-7-(3-(1-pyrrolidinyl)propoxy)-4-(1H)quinolinone 
• 1394166-09-6 7-(3-chloropropyloxy)-6-methoxy-4(1H)-quinolinone 
• 1394166-11-0 3-fluoro-4-((6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinolin-4-yl)oxy)aniline 
• 1394166-18-7 1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carbonyl chloride 
• 113846-18-7 ethyl 1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 393-52-2 2-Fluorobenzoyl chloride 
• 445-29-4 o-fluoro-benzoic acid 
• 1394166-09-6 6-methyloxy-7-(4-(3-chloropropoxy))-4-4-hydroxyquinoline 
• 1394166-08-5 (Ε)-1-(4-(3-chloropropoxy)-5-methoxy-2-nitrophenyl)-3-(dimethylamino)propyl-2-en-1-one 
• 1160707-44-7 1-[4-(3-chloropropoxy)-5-methoxy-2-nitrophenyl]ethan-1-one 
• 135906-02-4 1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 58113-30-7 4-(3-chloropropoxy)-3-methoxyacetophenone 

Relevant articles and documents

QUINOLINE AND CINNOLINE COMPOUNDS AND USE THEREOF

The present invention relates to a series of quinoline and cinnoline derivatives of general formula I, pharmaceutically acceptable salts, hydrates, solvates or prodrugs thereof. And the compounds of general formula I show potent inhibitory activity gainst c-Met kinase. The present invention further relates to the uses of the compounds, pharmaceutically acceptable salts and hydrates for the preparation of medicaments for the treatment and/or prevention of diseases caused by abnormal expression of c-Met kinase, especially for treatment and/or prevention of cancer.

Synthesis and antitumor activity of novel 4-(2-fluorophenoxy)quinoline derivatives bearing the 4-Oxo-1,4-dihydroquinoline-3-carboxamide moiety

A series of 4-(2-fluorophenoxy)quinoline derivatives bearing the 4-oxo-1,4-dihydroquinoline-3-carboxamide moiety were designed, synthesized, and evaluated for their in vitro antitumor activity against the H460, HT-29, MKN-45, U87MG, and SMMC-7721 cancer cell lines. Most of the tested compounds showed potent activity and high selectivity toward the HT-29 and MKN-45 cell lines. Furthermore, compounds 21b, 21c, and 21i were further examined for their c-Met kinase activity and exhibited strong efficacy with IC50 values in the single-digit nanomolar range, which was comparable with the positive control foretinib. The most promising compound 21c showed excellent cytostatic activity with IC50 values from 0.01 to 0.53 μM against all tested cell lines, thus being 1.7-2.2 times more active than foretinib. Novel 4-(2-fluorophenoxy)quinoline derivatives bearing the 4-oxo-1,4-dihydroquinoline- 3-carboxamide moiety were evaluated for their in vitro antitumor activity against several cancer cell lines. Compounds 21b, 21c, and 21i were also examined for their c-Met kinase activity in comparison to foretinib. Compound 21c showed excellent cytostatic activity with IC50 values from 0.01 to 0.53 μM against all tested cell lines and higher activity than foretinib.