?Synthesis
Ethylamine thiourea is synthesized by using cycloethylamine, hydrobromic acid and thiourea as raw materials: firstly, thiourea is mixed with hydrogen bromide acid, and cycloethylamine is added dropwise at a temperature below 150 °C. After the reaction is completed, add activated carbon to filter, and then reduce Dehydration under pressure, crystals are precipitated when the temperature is below 50°C, filtered, and washed twice with absolute ethanol.
Description
S-
(2-
aminoethyl) Isothiourea is a non-
selective inhibitor of all NOS isoforms. For human nNOS, eNOS, and iNOS, the K
i values are 1.8, 2.1, and 0.59 μM, respectively.
Chemical Properties
Crystals, hygroscopic.
Uses
Has radioprotective activity against x-rays.
Uses
2-(2-Aminoethyl)isothiourea dihydrobromide inhibits nitric oxide synthase (NOS).
Purification Methods
Crystallise the salt from absolute EtOH/ethyl acetate or MeOH. Store dry as it is hygroscopic in a humid atmosphere. It is a radioprotective agent. When refluxed in EtOH for 16hours or H2O for 30minutes, it decomposes to 2-amino-4(5H)-thiazoline hydrobromide which on recrystallisation from isoPrOH/EtOAc has m 175-176o [Doherty et al. J Am Chem Soc 79 5667 1957].
References
[1]. garvey ep, oplinger ja, tanoury gj, et al. potent and selective inhibition of human nitric oxide synthases. inhibition by non-amino acid isothioureas. j biol chem. 1994 oct 28;269(43):26669-76.
