64965-49-7

Basic information

• Product Name: 4-Quinolinol, 3-iodo-2-methyl-
• CAS NO: 64965-49-7
• Molecular Formula: C10H8INO
• Molecular Weight: 285.084
• Mol File: 64965-49-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-Quinolinol, 3-iodo-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Quinolinol, 3-iodo-2-methyl-(64965-49-7)
• EPA Substance Registry System: 4-Quinolinol, 3-iodo-2-methyl-(64965-49-7)

Safety Data

• Hazardous Substances Data: 64965-49-7(Hazardous Substances Data)

Upstream product

• 587-95-1 acetoacetic acid-ethylester-anil 
• 607-67-0 4-hydroxy-2-methylquinoline 
• 62-53-3 aniline 
• 5660-24-2 2-methyl-1H-quinolin-4-one 

Downstream Products

• 1033931-93-9 4-chloro-3-iodo-2-methylquinoline 
• 1155419-89-8 2-(tert-butoxy)-2-((R)-4-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-2-methylquinolin-3-yl)acetic acid 
• 1402597-30-1 methyl (S)-2-(4-chloro-2-methylquinolin-3-yl)-2-hydroxyacetate 
• 1402714-51-5 methyl 2-(tert-butoxy)-2-((R)-4-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-2-methylquinolin-3-yl)acetate 
• 1402714-51-5 methyl 2-(tert-butoxy)-2-((S)-4-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-2-methylquinolin-3-yl)acetate 
• 1402597-29-8 methyl 2-(4-chloro-2-methylquinolin-3-yl)-2-oxoacetate 
• 4295-06-1 4-chloro-2-methylquinoline 
• 1354745-41-7 2-methyl-3-(6-(4-(trifluoromethoxy)phenoxy)pyridin-3-yl)quinolin-4(1H)-one 
• 1599467-87-4 4-ethoxy-2-methyl-3-(6-(4-(trifluoromethoxy)phenoxy)pyridin-3-yl)quinoline 
• 1354745-32-6 2-methyl-3-(4-(4-(trifluoromethoxy)phenoxy)-phenyl)quinolin-4(1H)-one 
• 1354745-56-4 4-ethoxy-2-methyl-3-(4-(4-(trifluoromethoxy)phenoxy)phenyl)quinoline 
• 1228284-41-0 2-methyl-3-(4-phenoxyphenyl)quinolin-4(1H)-one 
• 1599467-61-4 4-methoxy-2-methyl-3-(4-phenoxyphenyl)quinoline 
• 117081-38-6 1,2-dimethyl-3-phenylquinolin-4(1H)-one 

Relevant articles and documents

Photoredox halogenation of quinolones: The dual role of halo-fluorescein dyes

An efficient C-3 halogenation of quinolin-4-ones is reported with halogenated fluorescein dyes which serve both as a halogen source and photocatalyst. This reaction shows broad substrate scope and gives good to excellent yields of C-3 brominated/iodinated

Discovery, synthesis, and optimization of antimalarial 4(1 H)-quinolone-3-diarylethers

The historical antimalarial compound endochin served as a structural lead for optimization. Endochin-like quinolones (ELQ) were prepared by a novel chemical route and assessed for in vitro activity against multidrug resistant strains of Plasmodium falciparum and against malaria infections in mice. Here we describe the pathway to discovery of a potent class of orally active antimalarial 4(1H)-quinolone-3-diarylethers. The initial prototype, ELQ-233, exhibited low nanomolar IC50 values against all tested strains including clinical isolates harboring resistance to atovaquone. ELQ-271 represented the next critical step in the iterative optimization process, as it was stable to metabolism and highly effective in vivo. Continued analoging revealed that the substitution pattern on the benzenoid ring of the quinolone core significantly influenced reactivity with the host enzyme. This finding led to the rational design of highly selective ELQs with outstanding oral efficacy against murine malaria that is superior to established antimalarials chloroquine and atovaquone.

Divergent route to access structurally diverse 4-quinolones via mono or sequential cross-couplings

A divergent route was developed to access 3-iodo- and 6-chloro-3-iodo-4(1H) -quinolones for further elaboration via mono and/or sequential Suzuki-Miyaura cross-coupling to generate novel and medicinally important 4(1H)-quinolones. Copper- and palladium-ca