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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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O A Strand et al.
Scandinavian journal of clinical and laboratory investigation, 57(2), 105-109 (1997-04-01)
The effect of inhibiting nitric oxide (NO) synthesis during sepsis was studied in a caecal perforation model on Wistar rats. This model induces severe abdominal sepsis with a 48-h mortality > 90% in untreated animals. The survival time in hours
J L Fuentes et al.
Mutation research, 422(2), 339-345 (1998-12-05)
The effect of sodium diethyldithiocarbamate (DDC) and S-2-aminoethyl-isothiouronicadenosin-5-triphosphate (adeturon) in the induction of Escherichia coli SOS response promoted by gamma-irradiation was studied by measuring the induction of sulA gene and the induction of lambda prophage. Furthermore, as a way of
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
C O Corso et al.
Journal of hepatology, 28(1), 61-69 (1998-04-16)
The question whether nitric oxide protects or impairs organ perfusion during early endotoxemia has not been completely answered. To evaluate the regulative function of nitric oxide on organ microvascular perfusion and leukocyte accumulation during endotoxemia, we studied the influence of
A Southey et al.
International journal of immunopharmacology, 19(11-12), 669-676 (1998-07-21)
Overproduction of nitric oxide (NO) by inducible nitric oxide synthase (iNOS) may contribute to the pathophysiology of ulcerative colitis. A 2,4,6-trinitrobenzenesulfonic acid sodium salt (TNBS) colitis model was established to examine the effect of selective iNOS inhibition, by S-(2-aminoethyl) isothiouronium
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