Synthesis, Polymorphism, and Insecticidal Activity of Methyl 4-(4-chlorophenyl)-8-iodo-2-methyl-6-oxo-1,6-dihydro-4H-pyrimido[2,1-b]quinazoline-3-Carboxylate Against Anopheles arabiensis Mosquito

Chem Biol Drug Des. 2016 Jul;88(1):88-96. doi: 10.1111/cbdd.12736. Epub 2016 Mar 2.

Abstract

Mosquitoes are the major vectors of pathogens and parasites including those causing malaria, the most deadly vector-borne disease. The negative environmental effects of most synthetic compounds combined with widespread development of insecticide resistance encourage an interest in finding and developing alternative products against mosquitoes. In this study, pyrimido[2,1-b]quinazoline derivative DHPM3 has been synthesized by three-step chemical reaction and screened for larvicide, adulticide, and repellent properties against Anopheles arabiensis, one of the dominant vectors of malaria in Africa. The title compound emerged as potential larvicide agent for further research and development, because it exerted 100% mortality, while adulticide activity was considered moderate.

Keywords: antimosquito properties; crystallography; polymorphism; pyrimido[2,1-b]quinazoline; synthesis.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anopheles / drug effects*
  • Anopheles / growth & development
  • Drug Design*
  • Female
  • Hydrogen Bonding
  • Insect Repellents
  • Insecticides / chemical synthesis
  • Insecticides / chemistry
  • Insecticides / pharmacology*
  • Larva / drug effects*
  • Larva / growth & development
  • Linear Models
  • Male
  • Models, Molecular*
  • Molecular Conformation
  • Molecular Structure
  • Murinae / parasitology
  • Pyrimidines / chemical synthesis
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology*
  • Pyrimidinones / chemical synthesis
  • Pyrimidinones / chemistry
  • Pyrimidinones / pharmacology
  • Quinazolines / chemical synthesis
  • Quinazolines / chemistry
  • Quinazolines / pharmacology*
  • Quinazolinones / chemical synthesis
  • Quinazolinones / chemistry
  • Quinazolinones / pharmacology*
  • Stereoisomerism
  • Survival Analysis
  • X-Ray Diffraction

Substances

  • DHPM2 compound
  • DHPM3 compound
  • Insect Repellents
  • Insecticides
  • Pyrimidines
  • Pyrimidinones
  • Quinazolines
  • Quinazolinones
  • methyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate