Synthesis and tissue distribution of four Se-labeled tertiary amines, potential brain pH imaging agents

Int J Rad Appl Instrum B. 1990;17(6):601-7. doi: 10.1016/0883-2897(90)90136-o.

Abstract

Four new tertiary amines: bis(3-N,N-dimethyl aminopropyl)selenide (PROMOSE), bis(3-N-(morpholino)propyl)selenide, N-methyl-selenomorpholine and N-phenyl-selenomorpholine structurally related to MOSE proposed by Kung and Blau, have been labeled through a radiochemical procedure suitable for both 75Se and 73Se. The radiochemical yields of the carrier added synthesis ranged between 64 and 85% for the four 75Se labelings and was 64% EOB time corrected for [73Se]PROMOSE. The chemical and radiochemical purities were higher than 99% after chromatographic purifications. The n-octanol/phosphate buffer partition coefficients (P) were measured at various pH (6.5-8) for each compound and the tissue distributions of PROMOSE in rats were also carried out. The experimental results showed a good correlation between the P = f(pH) function and the in vivo behaviour of the considered compound. PROMOSE was selected for further investigations as a brain pH indicator.

MeSH terms

  • Amines / chemical synthesis*
  • Amines / pharmacokinetics
  • Animals
  • Brain Chemistry*
  • Female
  • Hydrogen-Ion Concentration
  • Rats
  • Selenium / pharmacokinetics*
  • Selenium Radioisotopes
  • Tissue Distribution

Substances

  • Amines
  • Selenium Radioisotopes
  • Selenium