Synthesis of new arylaminoquinoxalines and their antimalarial activity in mice.
2-Arylaminoquinoxalines were prepared by the condensation of 2-chloroquinoxaline with the appropriate Mannich bases in the presence of HCl. To synthesize the Mannich bases, 4-acetamidophenol was reacted with formaldehyde and dialkylamine to yield 3-[(dialkylamino) methyl]-4-hydroxyacetanilide, followed by hydrolysis. Antimalarial activities of the new arylaminoquinoxalines were evaluated against the rodent malaria parasite Plasmodium yoelii at a dose of 75 mg kg(-1). Three compounds synthesized (2-[3-[(diethylamino) methyl]-4-hydroxyanilino]-quinoxaline dihydrochloride (2b), 2-[3-[(pyrrolidinyl) methyl]-4-hydroxyanilino]-quinoxaline dihydrochloride (2f), and 2-[3-[(piperidinyl) methyl]-4-hydroxyanilino]-quinoxaline dihydrochloride (2g)) showed moderate antimalarial activity.
Rangisetty
J B
JB
Department of Pharmacy, Birla Institute of Technology and Science, Pilani, Rajasthan, India. jrangise@hsc.vcu.edu
Gupta
C N
CN
Prasad
A L
AL
Srinivas
P
P
Sridhar
N
N
Parimoo
P
P
Veeranjaneyulu
A
A
D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D002738:Chloroquine / Q000494:pharmacology; D007202:Indicators and Reagents; D008288:Malaria / Q000097:blood / Q000188:drug therapy / Q000469:parasitology; D008352:Mannich Bases; D051379:Mice; D010967:Plasmodium yoelii / Q000187:drug effects; D011810:Quinoxalines / Q000138:chemical synthesis / Q000494:pharmacology*
D000962:Antimalarials; D007202:Indicators and Reagents; D008352:Mannich Bases; D011810:Quinoxalines; D002738:Chloroquine