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162957

Sigma-Aldrich

6-Hydroxydopamine hydrobromide

95%

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Synonym(s):
2,4,5-Trihydroxyphenethylamine hydrobromide, 2,5-Dihydroxytyramine hydrobromide, 2-(2,4,5-Trihydroxyphenyl)ethylamine hydrobromide, 6-OHDA
Linear Formula:
(HO)3C6H2CH2CH2NH2 · HBr
CAS Number:
Molecular Weight:
250.09
Beilstein/REAXYS Number:
3713280
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

95%

form

powder

mp

216-220 °C (lit.)

storage temp.

−20°C

SMILES string

Br.NCCc1cc(O)c(O)cc1O

InChI

1S/C8H11NO3.BrH/c9-2-1-5-3-7(11)8(12)4-6(5)10;/h3-4,10-12H,1-2,9H2;1H

InChI key

MLACDGUOKDOLGC-UHFFFAOYSA-N

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This Item
SML2058H4381S143
6-Hydroxydopamine hydrobromide 95%

162957

6-Hydroxydopamine hydrobromide

6-Hydroxydopamine hydrochloride ≥97% (titration), powder

H4381

6-Hydroxydopamine hydrochloride

(±)-6-Chloro-PB hydrobromide ≥98% (HPLC), solid

S143

(±)-6-Chloro-PB hydrobromide

form

powder

form

powder

form

powder

form

solid

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

-

mp

216-220 °C (lit.)

mp

-

mp

232-233 °C (dec.) (lit.)

mp

-

General description

Solutions should be freshly prepared and protected from exposure to light.

Application

6-Hydroxydopamine hydrobromide has been used:
  • to induce Parkinson′s disease (PD) in mouse models to study the effects of tubastatin A (TBA) on nucleotide-binding oligomerization domain and leucine-rich repeat pyrin 3 domain (NLRP3) activation and cell injury in SH-SY5Y cells
  • to induce pharmacological ablation of the sympathetic nerves to study the effect of hepatic sympathetic nerve activity (SNA) on hepatic steatosis during diet-induced obesity in mice
  • to induce oxidative stress in mesencephalic cells to study its effect on p75NTR signaling in neuronal cells of the ventral mesencephalon

Biochem/physiol Actions

6-Hydroxydopamine hydrobromide (6-OHDA) is a neurotoxin that elicits oxidative damage and destroys catecholaminergic or sympathetic terminals. It is commonly used to induce Parkinson′s disease in the experimental model. 6-OHDA exerts cytotoxicity by generating reactive oxygen species, initiating cellular stress and cell death.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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