Synthesis of Amino Derivatives of Dithio Acids as Potential Radiation Protective Agents

Abstract

Dithio acids should be more effective agents for hydrogen atom transfer to effect repair of radiation-damaged DNA or other cellular substance than thiols since the pH for maximum rate of transfer for dithio acids (pH 4-6) is closer to cellular pH for maximum rate of H transfer from thiols (pH 10-11). The synthesis of several N-methylquinolinium-2-dithioacetic acid derivatives has been accomplished, and the compounds were submitted for radiation-protective screening. These included the zwitterion of the dithio acid, the bis (methylthio) derivative, and the methyl-thio N-morpholino and methylthio N- piperidino derivatives. Two of the compounds had 6-methyl substituents. Various attempts to prepare aliphatic amino dithio acid esters were made, including the reaction of an imino thio ester with H2s, the reaction of an aledhyde with morpholine and sulfur, and the reaction of a protected thiol ester with Lawesson's reagent. None of these procedures gave pure, identifiable products. Keywords: Copper complex of bis(methylthio) compound.

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Document Details

Document Type
Technical Report
Publication Date
Aug 01, 1983
Accession Number
ADA165798

Entities

People

  • William O. Foye

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Acids
  • Alcohols
  • Aldehydes
  • Anhydrides
  • Biomedical Research
  • Classification
  • Command And Control
  • Hot Water
  • Hydrogen
  • Inorganic Carbon Compounds
  • Materials
  • Protective Agents
  • Radiation
  • Security
  • Shell Scripts
  • Sodium Hydroxide
  • Water

Fields of Study

  • Chemistry

Readers

  • Electrochemical Surface Science
  • Nuclear and Radiation Engineering.
  • Organic Chemistry