Syntheses of Thienylamphetamine Derivatives via Borane Chemistry

Abstract

Single-Photon-Emission Computed Tomography (SPECT) is a medical imaging technique which provides three-dimensional images of living systems after infusion of radiolabeled chemical compounds. Iodine-123 labeled N- isopropyl p-iodoamphetamine (IMP) has been evaluated in humans as an imaging agent for use with SPECT, and shows a high brain uptake coupled with slow washout. The current synthesis of IMP has limitations which include an inefficient labeling exchange reaction and the presence of high concentrations of unlabeled material in the final product. The substitution of thiophene for the benzene ring in the amphetamine could provide a more straightforward approach to halogenated amphetamines due to the greater reactivity of heterocycles to electrophilic ring substitutions with halogens. Iodine-131 labeled N-isopropyl 2-(2-aminopropyl)-5-iodothiophene was prepared via borane chemistry for studies as a potential substitute for the labeled N-isopropyl p- iodoamphetamine. Keywords: Amphetamines; Radioactive isotopes; Labeled substances; Radiopharmaceuticals; Synthesis chemistry; Theses.

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Document Details

Document Type
Technical Report
Publication Date
Aug 01, 1988
Accession Number
ADA197213

Entities

People

  • Ronald C. Marks

Organizations

  • Air Force Institute of Technology

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Air Force
  • Amines
  • Boron Compounds
  • Chemical Synthesis
  • Chemistry
  • Detectors
  • Diagnostic Imaging
  • Ethers
  • Health Services
  • Magnetic Resonance
  • Mass Spectra
  • Mass Spectrometry
  • Nuclear Magnetic Resonance
  • Organic Chemistry
  • Spectroscopy
  • Tomography
  • X-Ray Computed Tomography

Fields of Study

  • Chemistry

Readers

  • Medical Imaging.
  • Organic Chemistry