2-(2-Aminoethyl)isothiourea dihydrobromide Property

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 Reference

56-10-0(CAS DataBase Reference)

EPA Substance Registry System

Carbamimidothioic acid, 2-aminoethyl ester, dihydrobromide (56-10-0)

Safety

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

Toxicity

LD50 in mice (mg/kg): 100 i.v., 280 s.c., 480 i.p., 1600 orally (Pospisil)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-(2-Aminoethyl)isothiourea dihydrobromide Chemical Properties,Usage,Production

?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

2-(2-Aminoethyl)isothiourea dihydrobromide inhibits nitric oxide synthase (NOS).

Uses

Has radioprotective activity against x-rays.

Uses

NOS inhibitor

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.