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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
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

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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