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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)

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000414166
0000414166
0000371413
0000338315
0000338316

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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
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.
Shock (Augusta, Ga.), 8(5), 368-372 (1997-11-15)
Endotoxin has profound effects on nitric oxide (NO) production, and considerable controversies exist as to whether these alterations are beneficial or deleterious. Increased mortality has been reported from nonselective inhibition of NO synthase. Results from selective inhibition of the inducible
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
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