ΣΧΕΔΙΑΣΜΟΣ ΚΑΙ ΣΥΝΘΕΣΗ ΝΕΩΝ ΠΥΡΕΘΡΟΕΙΔΩΝ

THE MANIFESTATION OF PYRETHROID ACTION IS DEPENDENT ON THE PRESENCE OF CERTAIN STRUCTURE FEATURES AT SUITABLE ARRANGEMENT TO THE MOLECULE. A MODEL OF A PYRETHROID MOLECULE IS PROPOSED WHICH CONSISTS OF A MIDDLE PART MADE UP OF AN ESTER GROUP OR ANOTHER ISOSTERIC GROUP, WHICH IS CONNECTED TO A SUBSTITUTED OR UNSUBSTITUTED METHYLENE GROUP AND A GEM-DIMETHYL GROUP OR ANOTHER EQUIVALENT GROUP PLACED IN B POSITITON TO THE ESTER GROUP, AND OF TWO UNSATURATED CENTRES BOUND ON EITHER SIDE OF THE MOLECULE, AT SUITABLE DISTANCES FROM THE ESTER GROUP. FOR THE INVESTIGATION OF THE NECESSITY AND THE FUNCTIONAL ROLE OF THE GROUPS OF THE MODEL PROPOSED, THE FOLLOWING TWO GROUPS OF PYRETHROIDS WERE PLANNED AND PREPARED: 1) CHRYSANTHEMUM MONOCARBOXYLIC ACID ESTERS WITH A- SUBSTITUTED PIPERONYL ALCOHOLS, WHICH WERE PREPARED BY THE REACTION OF THE SUITABLE GRIGNARD REAGENTS (CH3(R)C=CHCH2CH2MGBR,R:ME, ET,N-R,PH) WITH PIPERONAL. 2) BENZYLETHERS OF THE OXIMES OF INDANONE, FLUORENONE, 2- METHYLINDANONE AND 2,2-DIMETHYLINDANONE WHICH WERE PREPARED BY THE REACTION OF THE SUITABLE SUBSTITUTED BENZYLCHLORIDES (C1CH2C6H5R, R:F,CL, CLCH2C6H4R1R2,R1:R2:CL) WITH THE OXIMES SODIUM SALTS. THE RELATIVE LIPOPHILICITY OF THE PRODUCTS WAS DETERMINED ACCORDING TO THE METHOD INTRODUCED BY BRIGGS, USING BIORESMETHRIN AS INTERNAL REFERENCE STANDARD. THA CARBAMIC ACID OXIME ESTERS OF INDANONE AND FLUORENONE WERE ALSO PREPARED BY THE REACTION OF THE SUITABLE ISOCYANATES (RN=C=O. R:ME,ET,ISO-PR) WITH THE OXIMES, IN ORDER TO INVESTIGATE THE VIEW THAT PYRETHROIDS MAY POSSESS CHOLINERGIC ACTION.

Grantor dc:publisher

National and Kapodistrian University of Athens

Year dc:date

1987

Authors dc:creator

• Marakos, Panagiotis
• Μαράκος, Παναγιώτης

• Εντομοκτόνα
• ΚΑΡΒΑΜΙΔΙΚΟΙ ΕΣΤΕΡΕΣ ΙΝΔΑΝΟΝΟΞΙΜΗΣ
• ΚΑΡΒΑΜΙΔΙΚΟΙ ΕΣΤΕΡΕΣΦΛΟΥΟΡΕΝΟΝΟΞΙΜΗΣ
• ΟΞΙΜΑΙΘΕΡΕΣ
• Πυρεθροειδή
• FLUORENONE OXIME CARBAMATES
• INDANONE OXIME CARBAMATES
• Insecticides
• OXIME ETHERS
• Pyrethroids
• Ιατρική και Επιστήμες Υγείας
• Βασική Ιατρική
• Medical and Health Sciences
• Basic Medicine

Language dc:language

gre

Identifier

10.12681/eadd/0826

OAI identifier oai:identifier

oai:10442/0826