1440324-47-9

Basic information

• Product Name: 3-(4-Isothiocyanatomethyl-phenyl)-[1,2,4,5]tetrazine
• Synonyms: 3-(4-Isothiocyanatomethyl-phenyl)-[1,2,4,5]tetrazine
• CAS NO: 1440324-47-9
• Molecular Weight: 229.265
• Mol File: 1440324-47-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-(4-Isothiocyanatomethyl-phenyl)-[1,2,4,5]tetrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Isothiocyanatomethyl-phenyl)-[1,2,4,5]tetrazine(1440324-47-9)
• EPA Substance Registry System: 3-(4-Isothiocyanatomethyl-phenyl)-[1,2,4,5]tetrazine(1440324-47-9)

Safety Data

• Hazardous Substances Data: 1440324-47-9(Hazardous Substances Data)

Upstream product

• 463-71-8 thiophosgene 
• 1092689-33-2 (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine hydrochloride 

Relevant articles and documents

Synthesis and evaluation of an 18F-labelled norbornene derivative for copper-free click chemistry reactions

The copper-free click chemistry reaction between norbornene and tetrazine species is known to proceed in a rapid, reliable and selective manner under mild conditions. Due to these attractive properties, this reaction has recently been explored as a generally applicable method of bioconjugation. Here, we report a convenient synthetic procedure towards a novel 18F-labelled norbornene derivative ([18F]NFB) and have evaluated its ability to undergo strain-promoted copper-free click chemistry reactions with two model tetrazine species: an asymmetric dipyridyl tetrazine derivative (Tz) and a tetrazine thioureacoupled stabilised bombesin peptide (TT-BBN). In both cases, [18F]NFB was found to undergo rapid and high-yielding click chemistry reactions. Furthermore, as reactions of this type could also potentially be used in vivo to facilitate the development of a novel pretargeting approach for tumour imaging and therapy, we have also assessed the radiopharmacological profile (bioavailability, biodistribution, blood clearance and metabolic stability) of [18F]NFB in normal BALB/c mice. This radiolabelled compound exhibits both high bioavailability and metabolic stability with approximately 90% remaining intact up to 30 min following administration. The Royal Society of Chemistry 2013.