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Key Documents

A5879

Sigma-Aldrich

2-(2-Aminoethyl)isothiourea dihydrobromide

Synonym(s):

2-(2-Aminoethyl)-2-thiopseudourea dihydrobromide, AET, S-(2-Aminoethyl)isothiouronium bromide hydrobromide

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About This Item

Linear Formula:
NH2CH2CH2SC(=NH)NH2 · 2HBr
CAS Number:
Molecular Weight:
281.01
Beilstein:
3911163
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (TLC)

Quality Level

form

powder

mp

190-196 °C (lit.)

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless to yellow

SMILES string

Br[H].Br[H].NCCSC(N)=N

InChI

1S/C3H9N3S.2BrH/c4-1-2-7-3(5)6;;/h1-2,4H2,(H3,5,6);2*1H

InChI key

XDVMCVGTDUKDHL-UHFFFAOYSA-N

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Application

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

Biochem/physiol Actions

Inhibits constitutive and inducible NOS.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ni Ni Tun et al.
Plant & cell physiology, 47(3), 346-354 (2006-01-18)
In this study, we examined the regulation by putrescine, spermidine and spermine of nitric oxide (NO) biosynthesis in Arabidopsis thaliana seedlings. Using a fluorimetric method employing the cell-impermeable NO-binding dye diaminorhodamine-4M (DAR-4M), we observed that the polyamines (PAs) spermidine and
Y Wang et al.
Shock (Augusta, Ga.), 10(1), 20-25 (1998-08-04)
The vasodilator nitric oxide (NO) is involved in the regulation of systemic blood pressure and local organ blood flow. Inhibitors of the constitutively expressed nitric oxide synthase in endothelial cells (eNOS), e.g., Nomega-nitro-L-arginine methyl ester hydrochloride (L-NAME), aggravated liver injury
G J Southan et al.
British journal of pharmacology, 114(2), 510-516 (1995-01-01)
1. The induction of a calcium-independent isoform of nitric oxide (NO) synthase (iNOS) and a subsequent enhanced formation of NO has been implicated in the pathophysiology of a variety of diseases including inflammation and circulatory shock. Here we demonstrate that
T Saetre et al.
Shock (Augusta, Ga.), 9(2), 109-115 (1998-03-06)
The role of nitric oxide (NO) in hepatic oxygen transport is unclear. We investigated the effects of aminoethyl-isothiourea (AE-ITU), a selective inhibitor of iNOS activity, on liver blood flow and oxygen consumption (VO2H) in the pig. Endotoxin (lipopolysaccharide, LPS) was
Vesna Benković et al.
Arhiv za higijenu rada i toksikologiju, 60(2), 129-138 (2009-07-08)
The aim of this study was to assess radioprotective effects of quercetin and the ethanolic extract of propolis (EEP) in CBA mice exposed to a single radiation dose 4 Gy (60Co). The mice were treated with 100 mg kg(-1) quercetin

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