877-89-4Relevant articles and documents
NUCLEOPHILIC SUBSTITUTION REACTIONS OF 2,4,6-TRIS(TRINITROMETHYL)-1,3,5-TRIAZINE. 1. INTERACTION OF 2,4,6-TRIS(TRINITROMETHYL)-1,3,5-TRIAZINE WITH ALCOHOLS, DIOLS, AMMONIA AND SECONDARY AMINES
Shastin, A. V.,Godovikova, T. I.,Golova, S. P.,Khmel'nitskii, L. I.,Korsunskii, B. L.
, p. 596 - 600 (1995)
A study has been made of nucleophilic substitution reactions of 2,4,6-tris(trinitromethyl)-1,3,5-triazine with certain nucleophiles.The possibility of replacing one, two, or three trinitromethyl groups in this compound has been demonstrated.
Targeting the erythrocytic and liver stages of malaria parasites with s-triazine-based hybrids
Rodrigues, Catarina A. B.,Frade, Raquel F. M.,Albuquerque, Inês S.,Perry, Maria J.,Gut, Jiri,Machado, Marta,Rosenthal, Philip J.,Prudêncio, Miguel,Afonso, Carlos A. M.,Moreira, Rui
, p. 883 - 890 (2015/05/05)
A diversity-oriented library of s-triazine-based hybrids was screened for activity against the chloroquine-resistant Plasmodium falciparum W2 strain. The most striking result was sub-micromolar activity against cultured erythrocytic-stage parasites of hybrid molecules containing one or two 8-aminoquinoline moieties. These compounds were not clearly toxic to human cells. The most effective blood-schizontocidal s-triazine derivatives were then screened for activity against the liver stage of malaria parasites. The s-triazine hybrid containing two 8-aminoquinoline moieties and one chlorine atom emerged as the most potent against P. berghei liver-stage infection, active in the low nanomolar region, combined with good metabolic stability in rat liver microsomes. These results indicate that s-triazine-8-aminoquinoline-based hybrids are excellent starting points for lead optimization as dual-stage antimalarials.
Study of the Reactivities of Acid-Catalyzed O-Benzylating Reagents Based on Structural Isomers of 1,3,5-Triazine
Fujita, Hikaru,Hayakawa, Naoko,Kunishima, Munetaka
, p. 11200 - 11205 (2015/11/18)
We have demonstrated O-benzylating abilities of both 4,6-bis(benzyloxy)-1,3,5-triazin-2(1H)-one (DiBOT) and 6-(benzyloxy)-1,3,5-triazine-2,4(1H,3H)-dione (MonoBOT), which have been previously suggested as reaction intermediates of the acid-catalyzed benzylation of 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT). We studied the effect on the reactivity of acid-catalyzed O-benzylation caused by the isomeric core triazine structures in these compounds by carrying out a kinetic study and estimating relative basicities using model compounds. Since MonoBOT showed superior reactivity, 1,3,5-triazine-2,4(1H,3H)-dione is a promising core structure for acid-catalyzed alkylating reagents.