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2-(2-Aminoethyl)isothiourea dihydrobromide

Basic information ?Synthesis Safety Supplier Related

2-(2-Aminoethyl)isothiourea dihydrobromide Basic information

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
Mol File:
56-10-0.mol
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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
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)
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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
Toxicity
LD50 in mice (mg/kg): 100 i.v., 280 s.c., 480 i.p., 1600 orally (Pospisil)

MSDS

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2-(2-Aminoethyl)isothiourea dihydrobromide 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 Ki 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

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 Preparation Products And Raw materials

Raw materials

2-(2-Aminoethyl)isothiourea dihydrobromideSupplier

Guangdong Xianqiang Pharmaceutical Co., Ltd. Gold
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