2-(2-Aminoethyl)isothiourea dihydrobromide

2-(2-Aminoethyl)isothiourea dihydrobromide
  • CAS No.:56-10-0

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  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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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
F 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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