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151564

Sigma-Aldrich

5-Hydroxydopamine hydrochloride

98%

Synonym(s):

3,4,5-Trihydroxyphenethylamine hydrochloride

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About This Item

Linear Formula:
(HO)3C6H2CH2CH2NH2·HCl
CAS Number:
5720-26-3
Molecular Weight:
205.64
EC Number:
227-223-8
MDL number:
MFCD00012899
UNSPSC Code:
12352100
PubChem Substance ID:
24849145
NACRES:
NA.22

Assay

98%

form

powder

mp

218-220 °C (lit.)

functional group

amine

SMILES string

Cl.NCCc1cc(O)c(O)c(O)c1

InChI

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

InChI key

WSZSSLCEWCKAKU-UHFFFAOYSA-N

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Application

5-Hydroxydopamine hydrochloride was used in the preparation of hydrogen peroxide, superoxide radical and hydroxyl radical[1].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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
0000239865
0000239863
0000239864
0000227167
0000227167

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F Neff et al.
Annals of the New York Academy of Sciences, 973, 70-74 (2002-12-18)
We show that the glial cell line-derived neurotrophic factor (GDNF) activates the PI3K/Akt-signaling pathway in human neuroblastoma cells that express functional Ret-receptor complexes. Consistent with this finding we show PI3K-dependent Bad-inactivation by binding to 14-3-3 proteins in response to GDNF.
Jose A Rodríguez-Gómez et al.
Stem cells (Dayton, Ohio), 25(4), 918-928 (2006-12-16)
The derivation of dopamine neurons is one of the best examples of the clinical potential of embryonic stem (ES) cells, but the long-term function of the grafted neurons has not been established. Here, we show that, after transplantation into an
Elizabeth Mazzio et al.
Neuroscience letters, 337(2), 77-80 (2003-01-16)
The neuropathology of Parkinson's disease (PD) involves a reduction of endogenous antioxidant enzyme systems, heightened oxidative stress and mitochondrial aberrations in the region of the substantia nigra. Similarly, neurotoxins commonly used to investigate PD pathology include 6-hydroxydopamine (6-OHDA), a powerful
S Reimer et al.
Brain research. Molecular brain research, 12(1-3), 259-266 (1992-01-01)
Proenkephalin and prodynorphin mRNA levels in the caudate-putamen and in the nucleus accumbens of rats were measured by in situ hybridization 2, 4 and 8 weeks following unilateral lesion of the medial forebrain bundle by 6-hydroxydopamine (6-OHDA). After 2 weeks
E Kienzl et al.
Life sciences, 65(18-19), 1973-1976 (1999-11-27)
The mechanisms leading to degeneration of melanized dopaminergic neurons in the brain stem, and particularly in the substantia nigra zona compacta (SNZC) in patients with Parkinson's disease (PD) are still unknown. Demonstration of increased iron Fe(III) in SNZC of PD
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