Development of New Prophylactic Radioprotective Agents

Abstract

The study presented in this report is concerned with the preparation of analogs of S-2-(3-aminopropylamino)ethylphosphorothioic acid, H2NCH2CH2NHCH2CH2SPO3H2 (WR2721), with modifications in the terminal amine function as potentially new prophylactic radioprotective agents. We have developed general methods for the synthesis of WR2721 analogs that possess amide (-C(-O)NHR) and thioamide (-C(=S)NHR) terminal residues. The method has been used to prepare the following six target compounds: CH3NHCO- CH2CH2NHCH2CH2SPO3HLi, C2H5NHCOCH2CH2NHCH2CH2SPO3HLi, CH3NHCSCH2CH2NHCH2CH2SPO3HLi, C2H5NHCSCH2CH2NHCH2CH2SPO3HLi, H2NCOCH2CH2NHCH2CH2SPO3Hi, and H2NCSCH2CH2NHCH2CH2SPO3HLi. Four of the above compounds were submitted to WRAIR for testing. The intermediate, BrCH2CH2NHCH2CH2C(=NH)NHCH3.2HBr, required for hte synthesis of the WR2721 analog, CH3NHC(=NH)CH2CH2NHCH2CH2SPO3H2 , was prepared and characterized.

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Document Details

Document Type
Technical Report
Publication Date
Jan 01, 1985
Accession Number
ADB090931

Entities

People

  • F. I. Carroll

Organizations

  • RTI International

Tags

DTIC Thesaurus Topics

  • Acetic Acid
  • Amines
  • Biomedical Research
  • Contracts
  • Elements
  • Ethers
  • Gels
  • Governments
  • Hydrogen
  • Magnetic Resonance
  • Maryland
  • Mixing
  • Radioprotective Agents
  • Resonance
  • Spectra
  • Terminals
  • Triangles

Fields of Study

  • Chemistry

Readers

  • Infectious Disease/Epidemiology
  • Organic Chemistry
  • Systems Analysis and Design