Synthesis of Potential Prophylactic Agents Against Cyanide Intoxication

Abstract

The goal of the propose research is to provide prophylaxis against cyanide through its sequestration by covalent bond formation. Three strategies were pursued: (1) sulfur-rich compounds which could serve as sulfane sulfur donors to rhodanese and other sulfur transferases; (2) compounds containing multiple carbonyl moieties, including analogs of pyruvate and alpha- ketoglutarate, which can bind cyanide through cyanohydrin formation; and (3) additional classes of compounds that can directly react with cyanide, such as (i) N-alkoxy and N-alkylthio heterocycles, and (ii) phthalocyanines and porphyrins. During this report period we prepared examples of all compound types just described. The 148 new compounds submitted this period were distributed among these compound classes as follows: sulfur-rich species, 55; polycarbonyl compounds, 39; nitrogenous heterocycles, 40; and metal complexes, 9. Some of these compounds contained multiple functionality that could react with cyanide. One of the sulfur compounds was prepared at the request of the CO and was a re-submission of an additional quantity of a previously submitted sample which had displayed positive biological results during screening (SoRI 7638; WR 268831). We have received biological testing data for 96 compounds during this same period, and now have demonstrated activity in three of our four primary target classes (no phthalocyanines have been tested for efficacy at this point). Of the screened compounds, five were found to have potential as an improved pretreatment for NaCN poisoning, with many additional possibilities as yet unscreened. Anticyanide agents, Polysulfides, Sulfurtransferases(Rhodanese), Cyanohydrin formation, Compounds reactive toward cyanide, Cyanide removal through covalent bonding.

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Document Details

Document Type
Technical Report
Publication Date
May 06, 1993
Accession Number
ADB176400

Entities

People

  • James R. Piper

Organizations

  • Southern Research

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Alkenes
  • Carboxylic Acids
  • Chemical Synthesis
  • Chemistry
  • Nitrogen Oxides
  • Organic Chemistry
  • Sodium Compounds
  • Sulfur Compounds

Fields of Study

  • Chemistry

Readers

  • Materials Science and Engineering.
  • Neurotoxicology
  • Parasitology and Pharmacology of Malaria.