6533b836fe1ef96bd12a1c9a

RESEARCH PRODUCT

Darstellung von phenolischen verbindungen und phenol/formaldehyd-polykondensaten mit ketoxim-, aldoxim- oder 1-methyl-4-hydroxyiminomethylpyridinium-gruppen und deren wirkung auf parathion-methyl® und verwandte verbindungen

Hermann KämmererKatharina PachtaOskar MüllerJürgen RitzWerner LotzGünter Hegemann

subject

chemistry.chemical_compoundSarinSalicylaldehydeParaoxonChemistrymedicineBenzophenoneFormaldehydeOrganic chemistryPhenolAcetophenonemedicine.drugTabun

description

Thirteen low molecular weight oximes were prepared: one derivative of acetophenone (1), two derivatives of benzophenone (2 and 3), two derivatives of salicylaldehyde containing two phenolic nuclei (4c and 5c), and eight compounds in which a phenol unit is substituted by a 4-hydroxyiminomethylpyridiniummethyl group (8a–f, 10c, and 11c). Besides these compounds polymeric phenol formaldehyde condensates were synthesized which contain units deriving from benzophenoneoxime (15b) or from salicylaldehyde (22b) and condensates containing 4-hydroxyiminomethylpyridiniummethyl groups (23c). A series of low molecular weight and water soluble compounds (8a–f) were proved as antidotes on mice which were poisoned by paraoxon, sarin, soman, or tabun. These compounds showed a distinct but only a little antidote activity in the case of soman and tabun. Adsorption studies of parathion-methyl in a solution of water and methanol (volume ratio 10:1) by the water insoluble polycondensates showed that the oximes adsorb better than the parent carbonyl products.

https://doi.org/10.1002/macp.1979.021800701