The synthesis of N-acetyl-4-S-cysteaminyl [U-14C]phenol as a basis for the development of an antimelanoma and melanoma-radioimaging agent
✍ Scribed by Takashi Iwashina; Kowichi Jimbow; Leonard I. Wiebe
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 245 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0969-8043
No coin nor oath required. For personal study only.
✦ Synopsis
This study reports the synthesis of "C-labelled N-acetyl-4-S-cysteaminylphenol (['4C]N-Ac-4-S-CAP), a potent melanocytotoxic and anti-melanoma agent. A reaction of [U-'4C]phenol with NH2CHZCH2S+ cation in HBr solution was used for the synthesis of (4-S-cysteaminyl['4C]pheno1['4C]4-S-CAP). The excess cystamine was removed. and ['4C]4-S-CAP and 2-S-cysteaminyl["'C]phenol (['4C]2-S-CAP) were separated on preparative thin layer chromatography. ['4C]4-S-CAP was acetylated with acetic anhydride in pyridine and subsequently 0-deacetylated with NH, in methanol, resulting ['4C]N-Ac-4-S-CAP (3.8% radiochemical yield: a sp. act. of 450 kBq/pmol; radiochemical purity >99%).