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- Title
Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines.
- Authors
Chernyshova, Natalia B.; Tsyganov, Dmitry V.; Khrustalev, Victor N.; Raihstat, Mikhail M.; Konyushkin, Leonid D.; Semenov, Roman V.; Semenova, Marina N.; Semenov, Victor V.
- Abstract
Ortho-substituted polymethoxydiarylazolopyrimidines were synthesized using polymethoxysubstituted benzaldehydes and acetophenones as starting material. X-ray crystallography data clearly confirmed that the subsequent cyclization of 3-amino-1,2,4-triazole with ketoaldehydes yielded polymethoxyphenylsubstituted 6,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidines as single isomers. All compounds were evaluated in vivo using phenotypic sea urchin embryo assay. 6-(4-Methoxyphenyl)-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5- a]pyrimidine showed antimitotic microtubule destabilizing activity. The importance of aryl rings substituents in diaryltriazolopyrimidines for their antiproliferative antitubulin effect has been suggested.
- Subjects
PYRIMIDINE synthesis; CHALCONE; SEA urchin embryos; ANTIMITOTIC agents; TUBULINS; PYRIMIDINE derivatives; RING formation (Chemistry)
- Publication
ARKIVOC: Online Journal of Organic Chemistry, 2017, Vol 2017, p151
- ISSN
1551-7004
- Publication type
Academic Journal
- DOI
10.3998/ark.5550190.p010.031