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Synthesis and Biological Activity of New Pyrethroids

#2480


Synthesis and Biological Activity of New-Type Pyrethroids Based on Permethrin Acid with Functional Substituents at the Two-Position of Cyclopropane Ring

Tech Area / Field

  • CHE-SYN/Basic and Synthetic Chemistry/Chemistry
  • BIO-IND/Industrial Biotechnology/Biotechnology
  • BIO-OTH/Other/Biotechnology
  • CHE-ANL/Analytical Chemistry/Chemistry

Status
8 Project completed

Registration date
01.04.2002

Completion date
21.03.2007

Senior Project Manager
Endrullat B

Leading Institute
State Research Institute of Organic Chemistry and Technology, Russia, Moscow

Supporting institutes

  • Research Institute of Chemical Agents for Plant Protection, Russia, Moscow

Collaborators

  • Pacific Northwest National Laboratory, USA, WA, Richland

Project summary

Most of biologically active synthetic pyrethroids are cyclopropane carboxylic acid esters (cyclopropane carboxylates) having the general formula:

where X = CH3, Cl, Br.

High biological activity, low consumption rates, and ecological safety of pyrethroids attract the attention of researchers in many countries to the synthesis of novel more active analogs. More than one thousand of synthetic pyrethroids have been synthesized and tried as insecticides by now. At the same time all the synthesized analogs comprise one common group, namely gem-dimethyl, at the two-position of cyclopropane ring. Hence, synthesizing cyclopropanoic carboxy acid derivatives having other than methyl substituents at the two-position of cyclopropane ring constitutes a new direction of research in this field.

Thus, in this project the emphasis will be on the elaboration of the optimum methods for synthesizing pyrethroids with functional substituents at the two-position of cyclopropane ring and examination of their biological activity.

The project includes five tasks:

Task 1. To analyze Russian and foreign works on the synthesis of pyrethroid structures with functional substituents at the two-position of cyclopropane ring and computer modeling of new structures.

Task 2. To select the optimum synthesis scheme.

Task 3. To synthesize the new structures, to isolate them, and to perform physicochemical investigation of the compounds obtained.

Task 4. To examine the biological activity of the novel compounds.

Task 5. To create a users’ database on the properties of the new compounds, and to develop technological basis for the implementation into industrial production.

Practical Project Implementation results in the production of novel biologically active preparations with optimal environmental stability, safe for man and animals, and metabolizing to give harmless products causing no serious ecological consequences.


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