Synthesis and antiproliferative activity in vitro of new derivatives of 3-aminopyrazolo[3,4-b]pyridine. Part 1. Reaction of 3-aminopyrazolo[3,4-b]pyridine with 1,3-, 1,4-diketones and alpha,beta-unsaturated ketones

Arch Pharm (Weinheim). 2001 Jul;334(7):219-23. doi: 10.1002/1521-4184(200107)334:7<219::aid-ardp219>3.0.co;2-s.

Abstract

The synthesis of several new pyrazolo[3,4-b]pyridine, pyrido[2',3':3,4]-pyrazolo[1,5-a]pyrimidine and imidazo[1',2':1,5]pyrazolo[3,4-b]pyridine derivatives is described. The obtained compounds were tested for their antiproliferative activity in vitro. One of them, 4-phenyl-2-(3,4,5-trimethoxy-beta-styrylo)pyrido- [2',3':3,4]pyrazolo[1,5-a]pyrimidine (9), revealed cytotoxic properties against the cells of all three human cancer cell lines applied. Another one, 2,4-dimethyl-pyrido[2',3':3,4]pyrazolo[1,5-a]-pyrimidine (2), revealed weak cytotoxic activity only against the cells of human bladder cancer cell line HCV29T. All other compounds tested did not reveal any cytotoxic activity.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Cell Division / drug effects
  • Erythrocytes / drug effects
  • Humans
  • Ketones / chemical synthesis
  • Ketones / pharmacology
  • Magnetic Resonance Spectroscopy
  • Pyridines / chemical synthesis*
  • Pyridines / pharmacology*
  • Sheep
  • Tumor Cells, Cultured

Substances

  • 3-aminopyrazolo(3,4-b)pyridine
  • Antineoplastic Agents
  • Ketones
  • Pyridines