56-10-0 Usage
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 academic research and scientific papers
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.
EFFECT OF VICINAL SUBSTITUENTS ON REACTIVITY IN BIMOLECULAR NUCLEOPHILIC SUBSTITUTION AT A SATURATED CARBON ATOM. TWO TYPES OF SUBSTITUENT I. KINETICS OF THE REACTIONS OF THIOUREA WITH β-SUBSTITUTED BROMOETHANES IN DIMETHYLFORMAMIDE
Ryazantsev, G. B.,Lys, Ya. I.,Fedoseev, V. M.
, p. 776 - 779 (2007/10/02)
The kinetics of the reaction of thiourea with β-substituted bromoethanes in DMFA were studied by radiochromatography.It was shown that there is no isokinetic relationship or Taft equation for all the substituents but that there are isokinetic relationships for two separate reaction series, one of which is described satisfactorily by a Taft equation taking account of the inductive and steric effects of the substituents.On the basis of the obtained data it is supposed that there are two types of vicinal substituents, which affect the reactivity of the bromine at the saturated carbon atom by different mechanisms.For the first type of substituent (H, F, Br, CH3, C6H5) the main factors determining the reactivity are the inductive and steric effects of the substituents.Substituents of the second type (COOH, COOC2H5, CN, NH3Br, SC(NH2)2Br) include charged or highly polar substituents, and this makes it possible to expect a field effect, leading to additional stabilization of the transition state.
