106790-66-3

Basic information

• Product Name: 2-[Ethyl-(2-iodo-benzyl)-aMino]-ethanol
• Synonyms: 2-[Ethyl-(2-iodo-benzyl)-aMino]-ethanol;2-[ethyl-[(2-iodophenyl)methyl]amino]ethanol
• CAS NO: 106790-66-3
• Molecular Formula: C₁₁H₁₆INO
• Molecular Weight: 305.15531
• Mol File: 106790-66-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[Ethyl-(2-iodo-benzyl)-aMino]-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[Ethyl-(2-iodo-benzyl)-aMino]-ethanol(106790-66-3)
• EPA Substance Registry System: 2-[Ethyl-(2-iodo-benzyl)-aMino]-ethanol(106790-66-3)

Safety Data

• Hazardous Substances Data: 106790-66-3(Hazardous Substances Data)

Upstream product

• 59473-45-9 2-(chloromethyl)iodobenzene 
• 110-73-6 2-(Ethylamino)ethanol 
• 40400-13-3 2-Iodobenzyl bromide 

Relevant articles and documents

Radioiodinated analogs of xylamine: N-(2-chloroethyl)-N-ethyl-2-[125I]iodobenzylamine and N,N-diethyl-2-[125I)iodo benzylamine as potential tools for monoamine uptake exploration by SPECT

In order to improve the scintigraphy and radiotherapy of neuroendocrine tumors we synthesized two radioiodinated benzylamines [N-(2-chloroethyl)-N-ethyl-2-[125I]iodobenzylamine and N,N-diethyl-2-[125I]iodobenzylamine], analogs of xylamine [N-(2-chloroethyl)-N-ethyl-2-methylbenzylamine]. Xylamine is an irreversible inhibitor of uptake and accumulation of noradrenaline. The two unlabelled iodinated derivatives [N-(2-chloroethyl)-N-ethyl-2-iodobenzylamine and N,N-diethyl-2-iodobenzylamine] were synthesized, purified and checked by HPLC, NMR and mass spectrography. Their affinity for the noradrenaline transporter was determined in vitro on rat brain membrane homogenates with [3H]nisoxetine. Radioiodination was performed by iodide for bromide nucleophilic exchange from brominated precursors. The N,N-diethyl-2-[125I]iodobenzylamine was obtained directly from N,N-diethyl-2-bromobenzylamine. Radiosynthesis of N-(2-chloroethyl)-Nethyl-2-[125I]iodobenzylamine required three steps. A new brominated precursor [N-ethyl-N-(2-bromobenzyl)glycine ethyl ester] which was stable for radiolabelling and suitable for reduction to N-(2-hydroxyethyl)-N-ethyl-2-[125I]iodobenzylamine was synthesized. N-(2-Hydroxyethyl)-N-ethyl-2-[125I]iodobenzylamine was converted to N-(2-chloroethyl)-N-ethyl-2-[125I]iodobenzylamine in the presence of an excess of thionyl chloride. Radioiodinated derivatives were purified and checked by HPLC.