Journal of Labelled Compounds and Radiopharmaceuticals

This paper addresses the development of a new radiopharmaceutical for cancer imaging and therapy. The optimization of the labeling conditions of thymidine analogue, melphalan, with ¹²⁵I is described. High radiochemical yield 96.8 % was obtained by reacting 0.2 mg melphalan with ¹²⁵I in the presence of choloramin-T as oxidizing agent in 0.5M phosphate buffer, pH 7, at 70°C for 15 minutes. Preliminary in-vivo study was done in non-tumor bearing mice. The results revealed that this new tracer, ¹²⁵I-melphalan, has a high affinity to be localized in the tumor site for a long period which indicates the specificity of this tracer to the tumor cells. Copyright © 2009 John Wiley & Sons, Ltd.

Nicotine was used to radiolabel cigarettes, formulated for use in PET studies. Copyright © 2009 John Wiley & Sons, Ltd.

The European Pharmacopoeia specifies Instant Thin-Layer Chromatography Silica Gel (ITLC-SG) as the stationary phase for measuring radiochemical impurities in ^99mTc Medronate. The Pall Corporation has stopped manufacturing ITLC-SG. Five Whatman papers (1CHR, 31ET, 3MM, 4CHR and 54SFC) were evaluated as possible alternatives. The 54SFC is a suitable alternative to ITLC-SG for measuring radiochemical impurities in ^99mTc Medronate. The sample spot should be wet when the paper strip is placed in the chromatography tank. Copyright © 2009 John Wiley & Sons, Ltd.

Carbon-14 labeled ambroxol with the radioactive atom(s) either on the benzylic carbon or uniformly in the cyclohexyl ring was synthesized. We also describe the preparation of deuterium labeled ambroxol, its deuterium labeled tetrahydroquinazoline metabolite (DHTQ), carbon-13 labeled 3,5-dibromoanthranilic acid metabolite (DBAA), as well as an unlabeled O-glucuronide conjugate. Copyright © 2009 John Wiley & Sons, Ltd.

Perfluorous structures were applied as a part of a leaving group in labelling chemistry. [¹⁸F](Fluoromethyl)benzene was used as the model target compound. Several precursors containing perfluoroalkyl and perfluoroaryl sulfonate moieties were subjected to nucleophilic ¹⁸F-fluorination and the impact on the reactivity of the substitution reaction and its use in the purification by fluorous solid phase extraction (F-SPE) was explored. Copyright © 2009 John Wiley & Sons, Ltd.

A pyridine analogue of perhexiline was synthesized and used as the precursor for deuterium-labelled perhexiline via reduction using deuterium gas. Using PtO₂ in acetic acid, a solvent effect was observed. High incorporation was observed using deuterium-labelled acetic acid e.g. acetic acid-OD or acetic acid-d₄, but changing the solvent to acetic-d₃ acid or acetic acid, lower incorporation was observed. High levels of deuterium incorporation was also seen when hydrogen gas was used in acetic acid-OD or acetic acid-d₄. Copyright © 2009 John Wiley & Sons, Ltd.

Sm(III)/Ho(III) complexes of monomethylphosphonic/monomethylphosphinic acid analogs of H₄dota were studied. The effect of phosphorus acid pendant arm functionalization on the complexation efficiency, labeling properties and on the biological profile of ¹⁵³Sm/¹⁶⁶Ho complexes was evaluated. To get a better insight on the radiochemical results, stability constants of the complexes with the lanthanide(III) ions were determined and speciation in solution under the labeling conditions was identified. Copyright © 2009 John Wiley & Sons, Ltd.

A method for the preparation of [2,3,4-³H]-BMS299897 obtaining a specific activity of 1.6 TBq/mmol, has been developed. Copyright © 2009 John Wiley & Sons, Ltd.

PU-H71 is a purine-scaffold Hsp90 inhibitor currently undergoing late stage preclinical evaluation for the treatment of cancer. In this investigation, we present a simple method for the synthesis of d₆-labeled PU-H71 for use as an internal standard to accurately quantitate the drug in biological matrices based on an LC-MS-MS method. PU-H71-d₆ was synthesized in five steps using readily available 1,3-dibromopropane-d₆ and is an important compound for the advancement of our clinical program. Copyright © 2009 John Wiley & Sons, Ltd.

Lindlar catalyst mediated reductive tritium dehalogenation of an aromatic bromo compound with other potentially reducible groups is reported. Copyright © 2009 John Wiley & Sons, Ltd.