1392200-85-9

Basic information

• Product Name: N¹-(6-chloro-2-methylquinolin-4-yl)-N²,N²-dimethylethane-1,2-diamine
• Synonyms: N¹-(6-chloro-2-methylquinolin-4-yl)-N²,N²-dimethylethane-1,2-diamine
• CAS NO: 1392200-85-9
• Molecular Weight: 263.77
• Mol File: 1392200-85-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N¹-(6-chloro-2-methylquinolin-4-yl)-N²,N²-dimethylethane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N¹-(6-chloro-2-methylquinolin-4-yl)-N²,N²-dimethylethane-1,2-diamine(1392200-85-9)
• EPA Substance Registry System: N¹-(6-chloro-2-methylquinolin-4-yl)-N²,N²-dimethylethane-1,2-diamine(1392200-85-9)

Safety Data

• Hazardous Substances Data: 1392200-85-9(Hazardous Substances Data)

Upstream product

• 15644-86-7 6-chloro-2-methyl-quinolin-4-ol 

Downstream Products

• 1393442-03-9 (E)-N₁-(6-chloro-2-(4-(methylsulfonyl)styryl)quinolin-4-yl)-N₂,N₂-dimethylethane-1,2-diamine 
• 1393442-07-3 (E)-N¹-(6-chloro-2-(4-fluorostyryl)quinolin-4-yl)-N²,N²-dimethylethane-1,2-diamine 
• 1392200-95-1 (E)-N¹-(6-chloro-2-(4-methoxystyryl)quinolin-4-yl)-N²,N²-dimethylethane-1,2-diamine 

Relevant articles and documents

Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines

There is an urgent need to develop new efficacious antimalarials to address the emerging drug-resistant clinical cases. Our previous phenotypic screening identified styrylquinoline UCF501 as a promising antimalarial compound. To optimize UCF501, we herein report a detailed structure-activity relationship study of 2-arylvinylquinolines, leading to the discovery of potent, low nanomolar antiplasmodial compounds against a Plasmodium falciparum CQ-resistant Dd2 strain, with excellent selectivity profiles (resistance index 200). Several metabolically stable 2-arylvinylquinolines are identified as fast-acting agents that kill asexual blood-stage parasites at the trophozoite phase, and the most promising compound 24 also demonstrates transmission blocking potential. Additionally, the monophosphate salt of 24 exhibits excellent in vivo antimalarial efficacy in the murine model without noticeable toxicity. Thus, the 2-arylvinylquinolines represent a promising class of antimalarial drug leads.

Design, synthesis and antiproliferative activity of novel 2-substituted-4-amino-6-halogenquinolines

Two series of novel 2-substituted-4-amino-6-halogenquinolines 8a-l and 13a-h were designed, synthesized and evaluated for their antiproliferative activity against H-460, HT-29, HepG2 and SGC-7901 cancer cell lines in vitro. The pharmacological results indicated that most compounds with 2-arylvinyl substituents exhibited good to excellent antiproliferative activity. Among them, compound 8e was a considered promising lead for further structural modifications with IC50 values of 0.03 μM, 0.55 μM, 0.33 μM and 1.24 μM, which was 2.5- to 186-fold more active than gefitinib and compound 1.