Synthesis of 123I‐labelled 4‐iodo‐2, 5‐dimethoxyphenylisopropylamine
Gisela Braun, Alexander T. Shulgin, Thornton Sargent
Journal of Labelled Compounds and Radiopharmaceuticals January 1, 1978 DOI: 10.1002/jlcr.2580140515
Summary
AI-generated from the abstractImagine tracking a mind-altering substance in the body with precision. Researchers devised a rapid, efficient method to produce a radioactive version of a psychotomimetic agent. By temporarily protecting a key part of the compound, they successfully attached Iodine-123 directly. This innovative process swiftly yielded the desired tagged chemical, ready for use in under 13 hours. This advancement offers a valuable tool for understanding complex brain chemistry.
Study at a glance
| Characteristics | Peer reviewed |
|---|---|
| Keywords | Radiochemistry Radiosynthesis Radioactive labeling Isotope tagging Iodine-123 labeling |
| Citations | 9 |
| Key finding | A rapid synthesis of 4-iodo-2,5-dimethoxyphenylisopropylamine with 123I was achieved in less than one half-life with 10% overall yield. |
Abstract
AbstractA rapid and convenient synthesis of the psychotomimetic agent 4‐iodo‐2, 5‐dimethoxyphenylisopropylamine is described, incorporating the radioisotope 123I (T1/2 13 hr). With the amine function of 2, 5‐dimethoxyphenylisopropylamine blocked as the phthalimide, it was found that the aromatic 4‐position could be directly iodinated with iodine monochloride. The phthalic acid moiety was rapidly removed with hydrazine in butanol to provide the title compound, as the hydrochloride salt, in an overall yield of 10% and in a reaction time of less than one half‐life.