473721-57-2

Basic information

• Product Name: Benzamide, N-(2-aminoethyl)-4-azido-2,3,5,6-tetrafluoro-
• CAS NO: 473721-57-2
• Molecular Formula: C9H7F4N5O
• Molecular Weight: 277.181
• Mol File: 473721-57-2.mol

Chemical Properties

• CAS DataBase Reference: Benzamide, N-(2-aminoethyl)-4-azido-2,3,5,6-tetrafluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-(2-aminoethyl)-4-azido-2,3,5,6-tetrafluoro-(473721-57-2)
• EPA Substance Registry System: Benzamide, N-(2-aminoethyl)-4-azido-2,3,5,6-tetrafluoro-(473721-57-2)

Safety Data

• Hazardous Substances Data: 473721-57-2(Hazardous Substances Data)

Upstream product

• 126695-58-7 succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate 
• 107-15-3 ethylenediamine 
• 122590-77-6 4-azido-2,3,5,6-tetrafluorobenzoic acid 

Downstream Products

• 1016230-41-3 C₃₀H₄₅F₄N₇O₅Si₂ 

Relevant articles and documents

exo-N-[2-(4-Azido-2,3,5,6-tetrafluorobenzamido)ethyl]-dC: a novel intermediate in the synthesis of dCTP derivatives for photoaffinity labelling

An alternative route for the synthesis of a photoaffinity labelling (PAL) dCTP derivative is reported. This method involves the intermediacy of exo-N-[2-(4-azido-2,3,5,6-tetrafluorobenzamido)ethyl]-dC. The latter is prepared from the coupling of known N-(2-aminoethyl)-4-azido-2,3,5,6-tetrafluorobenzamide, prepared in an improved three-step sequence, with an activated 4-triazolyl derivative of dU, followed by deprotection. 19F NMR spectroscopy proved extremely useful in following the synthetic transformations, and enabled control of any adventitious reduction of the azides.

Chemistry of bifunctional photoprobes. 6. Synthesis and characterization of high specific activity metalated photochemical probes: Development of novel rhenium photoconjugates of human serum albumin and Fab fragments

Functionalization of perfluoro aryl azides by bifunctional chelating agents (BFCAs) capable of forming high specific activity complexes with 99mTc (for γ-imaging) and 188Re (for radiotherapy) is described. The synthesis of multidonor BFCAs containing N2S2, N4, and N3S donor groups containing imidazole, pyridine, and pyrazine functionalities that may be important for tuning the pharmacokinetic parameters is also described. Functionalization of perfluoro aryl azides at various sites on BFCAs yields novel bifunctional photolabile chelating agents (BFPCAs) that are useful for covalent attachment to biomolecules. A representative Re-BFPCA 8a in a model solvent, diethylamine, proceeded to give a high yield of intermolecular NH insertion product without the decomplexation of the metal ion from 8a. All products originated from the photolysis of 8a in diethylamine are characterized by analytical techniques, and a plausible mechanism of formation of different photolytic products is suggested. The high yield of intermolecular NH insertion of Re-BFPCA 8a is extended to labeling of human serum albumin (HSA) and Fab fragments under aqueous conditions. The photolabeling technology developed here offers a new way to attach diagnostically and therapeutically useful radiotracers (e.g., 99mTc, 188Re) to Fab fragments for potential noninvasive imaging and therapy of cancer.