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A5879

Sigma-Aldrich

2-(2-Aminoethyl)isothiourea dihydrobromide

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Synonym(s):
2-(2-Aminoethyl)-2-thiopseudourea dihydrobromide, AET, S-(2-Aminoethyl)isothiouronium bromide hydrobromide
Linear Formula:
NH2CH2CH2SC(=NH)NH2 · 2HBr
CAS Number:
Molecular Weight:
281.01
Beilstein/REAXYS Number:
3911163
EC Number:
MDL number:
PubChem Substance ID:
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

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1 of 4

This Item
T5033858781B65705
vibrant-m

B65705

2-Bromoethylamine hydrobromide

assay

≥98% (TLC)

assay

-

assay

98%

assay

99%

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

solubility

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

solubility

water: 50 mg/mL, clear to slightly hazy

solubility

-

solubility

-

mp

190-196 °C (lit.)

mp

120-122 °C

mp

184-186 °C (lit.)

mp

170-175 °C (lit.)

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-

Application

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

Biochem/physiol Actions

Inhibits constitutive and inducible NOS.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Journal of molecular and cellular cardiology, 31(6), 1229-1241 (1999-06-18)
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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
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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