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2-(2-Aminoethyl)isothiourea dihydrobromide

Product Name2-(2-Aminoethyl)isothiourea dihydrobromide
CAS56-10-0
MFC3H11Br2N3S
MW281.01
EINECS200-257-0
MOL File56-10-0.mol

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
InChI	InChI=1S/C3H9N3S.2BrH/c4-1-2-7-3(5)6;;/h1-2,4H2,(H3,5,6);2*1H
InChIKey	XDVMCVGTDUKDHL-UHFFFAOYSA-N
SMILES	S(CCN)C(=N)N.Br.Br
CAS DataBase Reference	56-10-0(CAS DataBase Reference)
EPA Substance Registry System	Carbamimidothioic 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	TSCA listed
HS Code	2930 90 98
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
Toxicity	LD50 in mice (mg/kg): 100 i.v., 280 s.c., 480 i.p., 1600 orally (Pospisil)

MSDS

Provider	Language
SigmaAldrich	English
ALFA	English

Usage And Synthesis

?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

NOS inhibitor

Uses

Has radioprotective activity against x-rays.

Uses

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

in vivo

AE-ITU dihydrobromide (1 mg/kg/h, i.v., for 1 hour) attenuates the delayed hypotension and vascular hyporeactivity, ameliorates liver dysfunction in LPS (HY-D1056)-administrated Wistar rats^[1].

Animal Model:	LPS (HY-D1056)-administrated Wistar rats^[1]
Dosage:	1 mg/kg
Administration:	i.v., 1 mg/kg/h for 1 hour
Result:	Reduced the serum levels of bilirubin, serum nitrite, GOT, GPT and γGT caused by LPS, inhibited iNOS in lung and liver homogenates.

IC 50

iNOS

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.

2-(2-Aminoethyl)isothiourea dihydrobromide

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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