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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:
56-10-0
Molecular Weight:
281.01
Beilstein:
3911163
EC Number:
200-257-0
MDL number:
MFCD00037011
UNSPSC Code:
12352200
PubChem Substance ID:
24278229
NACRES:
NA.77

Assay

≥98% (TLC)

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

Gene Information

human ... NOS1(4842) , NOS2(4843) , NOS2B(201288) , NOS2C(645740) , NOS3(4846)

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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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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

Certificates of Analysis (COA)

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Y Gundersen et al.
The European journal of surgery = Acta chirurgica, 165(12), 1167-1174 (2000-01-15)
To examine the effects of the inducible nitric oxide synthase inhibitor aminoethyl-isothiourea (AE-ITU) on haemodynamic measurements, and correlate these with hepatic morphology and function in a porcine model of endotoxaemia. Experimental study. 15 juvenile pigs. Flow probes were placed around
Jigar Modi et al.
Bio-protocol, 7(24), e2664-e2664 (2017-12-20)
In this paper, our protocol for preparation of brain synaptosomes is described. Synaptosomes are a valuable model system for analysis of structural components of the synapse as well as for investigation of synaptic function. Synaptosomal preparations are necessary for understanding
A Kis et al.
Journal of molecular and cellular cardiology, 31(6), 1229-1241 (1999-06-18)
Right ventricular pacing in lightly anaesthetized dogs (4x5 min periods at a pacing rate of 220 beats/min) protects against the consequences of coronary artery occlusion when this is initiated 24 h after the pacing stimulus. The main purpose of the
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
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
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