A5879

Sigma-Aldrich

2-(2-Aminoethyl)isothiourea dihydrobromide

Synonym(s):
S-(2-Aminoethyl)isothiouronium bromide hydrobromide, 2-(2-Aminoethyl)-2-thiopseudourea dihydrobromide, AET
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
Pricing and availability is not currently available.

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

BrH.BrH.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).

Packaging

25, 100 g in poly bottle

Biochem/physiol Actions

Inhibits constitutive and inducible NOS.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22-36/37/38

Safety Statement

26

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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...
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...
F Takahashi et al.
IUBMB life, 49(3), 217-221 (2000-06-27)
Nitric oxide (NO) produced by macrophages is thought to contribute to various pathological conditions. Osteopontin (OPN) is a phosphorylated glycoprotein produced principally by macrophages. OPN inhibits inducible nitric oxide synthase (iNOS), which generates large amounts of NO production. However, the...
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...

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