56-10-0 Usage
Description
2-(2-Aminoethyl)isothiourea dihydrobromide, also known as S-(2-aminoethyl) isothiourea, is a chemical compound that acts as a non-selective inhibitor of all nitric oxide synthase (NOS) isoforms. It is characterized by its crystalline structure and hygroscopic properties. 2-(2-Aminoethyl)isothiourea dihydrobromide exhibits inhibitory activity against human nNOS, eNOS, and iNOS with Ki values of 1.8, 2.1, and 0.59 μM, respectively.
Uses
Used in Pharmaceutical Industry:
2-(2-Aminoethyl)isothiourea dihydrobromide is used as a nitric oxide synthase (NOS) inhibitor for its ability to inhibit the activity of all NOS isoforms, which can be beneficial in the development of drugs targeting various medical conditions related to NOS overactivity.
Used in Radioprotection:
2-(2-Aminoethyl)isothiourea dihydrobromide is used as a radioprotective agent, particularly against the harmful effects of x-rays. Its radioprotective activity can be valuable in medical and industrial settings where exposure to ionizing radiation is a concern.
Used in Research Applications:
In the field of scientific research, 2-(2-Aminoethyl)isothiourea dihydrobromide serves as a valuable tool for studying the role of nitric oxide synthase in various biological processes and diseases. Its non-selective inhibition of NOS isoforms allows researchers to investigate the specific contributions of each isoform to the overall function and regulation of the NOS system.
?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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 56-10-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 6 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 56-10:
(4*5)+(3*6)+(2*1)+(1*0)=40
40 % 10 = 0
So 56-10-0 is a valid CAS Registry Number.
InChI:InChI=1/C3H9N3S.2BrH/c4-1-2-7-3(5)6;;/h1-2,4H2,(H3,5,6);2*1H
56-10-0Relevant articles and documents
EFFECT OF VICINAL SUBSTITUENTS ON THE REACTIVITY IN BIMOLECULAR NUCLEOPHILIC SUBSTITUTION AT A SATURATED CARBON ATOM. TWO TYPES OF SUBSTITUENTS II. KINETICS OF THE REACTION OF THIOUREA WITH β-SUBSTITUTED BROMOETHANES IN ETHANOL
Ryazantsev, G. B.,Shaposhnikov, A. V.,Fedoseev, V. M.
, p. 1777 - 1782 (2007/10/02)
The kinetics of the reaction of thiourea with β-substituted bromoethanes in ethanol were studied by radiochromatography.The rate constants and activation parameters of the reactions were determined.It was shown that an isokinetic relationship is observed for the two types of substituents.The mechanisms of the effect of the vicinal substituents on the reactivity are discussed.