THE SYNTHESIS OF BETA-MERCAPTOETHYLAMINES OF VARYING BASICITY AND LIPOSOLUBILITY

Abstract

Derivatives of 2-mercaptoethylamine (MEA) and 2mercaptoethylguanidine (MEG) were synthesized to improve the toxicities and solubility characteristics of the parent compounds for radiation protection. This was accomplished mainly by alkylation with straight chain alkyl groups, and by acylation with straight chain aliphatic or alphaamino acids. Dithiocarbamates of these and other amines were also synthesized for antiradiation screening. The structure of the carbon disulfide adduct of MEG was investigated. Several other types of mercapto-containing compounds were synthesized as well: mercaptoethyl and dithiocarbamate derivatives of aminopyrimidines and amino-as-triazines, nitrogen derivatives of mercaptobiacetyl, and bithioureas. Metal chelation reactions of some of the dithiocarbamates were studied in an attempt to relate metal ion chelation with antiradiation activity. Stability constants were not obtained, but a relation between metal ion chelation and antifungal activity was observed. A majority of the compounds for which antiradiation results were reported during the past year gave protection in mice. (Author)

Document Details

Document Type
Technical Report
Publication Date
Jun 25, 1962
Accession Number
AD0278003

Entities

People

  • William O. Foye

Tags

DTIC Thesaurus Topics

  • Acylation
  • Alkylation
  • Antifungal Agents
  • Chelation
  • Chemical Compounds
  • Chemical Reactions
  • Inorganic Carbon Compounds
  • Nitrogen
  • Radiation
  • Radiation Protection
  • Solubility
  • Toxicity
  • Triazines

Fields of Study

  • Chemistry

Readers

  • Ballistic Missile Meteorology
  • Organic Chemistry
  • Toxicology/Environmental Toxicology