82333-41-3Relevant academic research and scientific papers
Inhibition of human monoamine oxidase A and B by 5-phenoxy 8-aminoquinoline analogs
Chaurasiya, Narayan D.,Ganesan, Shobana,Nanayakkara, N.P. Dhammika,Dias, Luiza R.S.,Walker, Larry A.,Tekwani, Babu L.
scheme or table, p. 1701 - 1704 (2012/04/04)
8-Aminoquinolines (8-AQs) are important class of anti-infective therapeutics. 5-Phenoxy 8-aminoquinoline analogs have shown improved metabolic stability compared to primaquine. In view or predictive role of monoamine oxidases (MAO) in metabolism of 8-amin
Synthesis and anti-breast cancer activities of substituted quinolines
Shi, Aibin,Nguyen, Thu A.,Battina, Srinivas K.,Rana, Sandeep,Takemoto, Dolores J.,Chiang, Peter K.,Hua, Duy H.
supporting information; experimental part, p. 3364 - 3368 (2009/04/11)
Promising anti-breast cancer agents derived from substituted quinolines were discovered. The quinolines were readily synthesized in a large scale from a sequence of reactions starting from 4-acetamidoanisole. The Michael addition product was isolated as the reaction intermediate in the ring closing reaction of 4-amino-5-nitro-2-(3-trifluoromethylphenyloxy)anisole with methyl vinyl ketone leading to 6-methoxy-4-methyl-8-nitro-5-(3-trifluoromethylphenyloxy)quinoline (14). The amino function of 8-amino-6-methoxy-4-methyl-5-(3-trifluoromethylphenyloxy)quinoline, prepared from 14, was connected to various side chains via alkylation with N-(3-iodopropyl)phthalimide, Michael addition with acrylonitrile, and reductive amination with various heterocycle carboxaldehydes, such as imidazole-4-carboxaldehyde, thiophene-2-carboxaldehyde, and 2-furaldehyde. Effects of the substituted quinolines on cell viability of T47D breast cancer cells using trypan blue exclusion assay were examined. The results showed that the IC50 value of 6-methoxy-8-[(2-furanylmethyl)amino]-4-methyl-5-(3-trifluoromethylphenyl oxy)quinoline is 16 ± 3 nM, the lowest IC50 out of all the quinolines tested. IC50 values of three other quinolines are in the nanomolar range, a desirable range for pharmacological testing.
COMPOUNDS AFFECTING GAP JUNCTION ACTIVITY
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Page/Page column 13; 19, (2008/06/13)
ThThis invention relates to novel quinoline compounds which affect gap junction activity. Also provided are methods of using such compounds and compositions containing the compounds to treat gap junction disorders.
4-Methyl-5-(unsubstituted and substituted phenoxy)-6-methoxy-8-(aminoalkylamino)quinolines
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, (2008/06/13)
Compounds of the class including 4-methyl-5-(unsubstituted and substitutedhenoxy)-6-methoxy-8-(aminoalkylamino)quinolines as the free bases and pharmaceutically acceptable acid amine salts are described. The compounds are highly effective antimalarial agents which possess, surprisingly, both tissue schizonticidal (radical curative) and blood schizonticidal (suppressive) activity. In addition, these drugs have significantly better therapeutics indices than primaquine which is the current tissue schizonticidal drug of choice. Primaquine possesses no useful blood schizonticidal activity at tolerated dose levels.
Antimalarials. 14. 5-(Aryloxy)-4-methylprimaquine Analogues. A Highly Effective Series of Blood and Tissue Schizonticidal Agents
LaMontagne, Maurice P.,Blumbergs, Peter,Strube, Richard E.
, p. 1094 - 1097 (2007/10/02)
A series of five 5-(aryloxy)-4-methylprimaquine analogues has been prepared and evaluated for antimalarial activity.The compounds were tested for suppressive activity against Plasmodium berghei in mice and for radical curative activity against Plasmodium
