A radioactive iodine labeling method

Abstract

The invention discloses a radioactive iodine labeling method. Ar-B(OH)2 is allowed to react with Na<n>I in a reaction solvent in the presence of a copper coordination compound so as to obtain Ar-<n>I, so radioactive iodine labeling is realized. The method is especially applicable to synthesis of radioactive iodine-labeled metaiodobenzylguanidine (MIBG) and SIB. The radioactive iodine labeling method provided by the invention has the advantages of mild labeling conditions, simple operation, low price and easy availability of a labeling precursor, good tolerance and universality to function groups, high labeling rate, high radiochemical purity, high specific activity, etc.

Description

technical field [0001] The invention belongs to the technical field of radioactive element labeling, and in particular relates to a radioactive iodine labeling method. Background technique [0002] Radioactive iodine-labeled drugs can be used for disease treatment, in vivo non-invasive diagnosis and therapeutic effect monitoring, etc., and play an important role in clinical and life science research. Therefore, radioactive iodine labeling of chemical small molecules, peptides, monoclonal antibodies and proteins is also appears to be particularly important. [0003] CN102712603A discloses a method for radioactive iodine labeling of biological targeting moieties, the method comprising: (i) providing a compound of formula (Ia) or (Ib); The compound of (Ia) or (Ib) reacts with the compound of formula (II) to obtain the conjugate of formula (IIIa) or (IIIb) respectively by click ring addition, wherein: I* is iodine radioactive isotope; A linker group is present; BTM is the biol...

AI Technical Summary

Problems solved by technology

Although this type of electrophilic substitution labeling method is widely used, there are still some serious problems. First, chloramine T is the most commonly used oxidant in this type of method, and its strong oxidative property will cause side reactions to the labeled substrate. , reduce its activity, and again, the iodine element produced during the marking process of this type of marking method is extremely volatile. In order to avoid damage to operators and the environment, there are higher requirements for marking facilities, which increases the cost of marking. In addition, Labeling precursors are difficult to obtain. For example, tributyltin-activated precursors need to be reacted under palladium-catalyzed heating conditions for three days, and the yield is relatively low, and the radiochemical yield is low. For example, the deboronation method is such a labeling method inadequacies of

The halogen exchange method is another commonly used method of radioactive iodine labeling. The radioactive iodide ion is directly exchanged with the bromine or iodine atom on the benzene ring for labeling. Since this reaction is a nucleophilic substitution reaction, it requires high energy. Therefore, the labeling temperature is relatively high, generally close to 200°C. Moreover, since the polarity of the labeled product is the same or close to that of the labeling precursor, it is difficult to separate, resulting in a relatively low specific activity of the obtained drug.

[0009] In summary, there are various defects in the existing radioactive iodine labeling methods, which makes this field urgently need a new radioactive iodine labeling method with mild labeling conditions, high efficiency, high labeling rate and specific activity.

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