2-(2-Aminoethyl)isothiourea dihydrobromide
2-(2-Aminoethyl)isothiourea dihydrobromide
  • CAS No.:56-10-0
Other grades of this product :
2-(2-Aminoethyl)isothiourea dihydrobromide Basic information
?Synthesis
Product Name:2-(2-Aminoethyl)isothiourea dihydrobromide
Synonyms:s-(beta-aminoethyl)isothiuroniumbromidehydrobromide;s-aminoethylisothiuroniumbromidehydrobromide;s-beta-aminoethylisothiuroniumbromohydrate;surrectan;usafxr-31;(2-aminoethyl)-2-thio-pseudouredihydrobromide;2-(2-aminoethyl)-2-thiopseudoureahydrobromide;2-(beta-aminoethyl)isothiouroniumbromidehydrobromide
CAS:56-10-0
MF:C3H11Br2N3S
MW:281.01
EINECS:200-257-0
Product Categories:
Mol File:56-10-0.mol
2-(2-Aminoethyl)isothiourea dihydrobromide Chemical Properties
Melting point 190-196 °C(lit.)
density 1.94 g/cm3
storage temp. Store below +30°C.
solubility 50g/l
form powder to crystal
color White to Almost white
Water Solubility almost transparency
Merck 14,178
BRN 3911163
CAS DataBase Reference56-10-0(CAS DataBase Reference)
EPA Substance Registry SystemCarbamimidothioic acid, 2-aminoethyl ester, dihydrobromide (56-10-0)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-36/37-22
WGK Germany 3
RTECS UM0175000
10-21
TSCA Yes
HS Code 2930 90 98
ToxicityLD50 in mice (mg/kg): 100 i.v., 280 s.c., 480 i.p., 1600 orally (Pospisil)
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2-(2-Aminoethyl)isothiourea dihydrobromide Usage And Synthesis
?SynthesisEthylamine 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.
DescriptionS-(2-aminoethyl) Isothiourea is a non-selective inhibitor of all NOS isoforms. For human nNOS, eNOS, and iNOS, the Ki values are 1.8, 2.1, and 0.59 μM, respectively.
Chemical PropertiesCrystals, hygroscopic.
Uses2-(2-Aminoethyl)isothiourea dihydrobromide inhibits nitric oxide synthase (NOS).
UsesNOS inhibitor
UsesHas radioprotective activity against x-rays.
Purification MethodsCrystallise 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.
2-(2-Aminoethyl)isothiourea dihydrobromide Preparation Products And Raw materials
Raw materialsHydrogen bromide-->Monoethanolamine-->Ethyleneimine-->2-Bromoethylamine hydrobromide

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