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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
Pricing and availability is not currently available.

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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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
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.
M C Mione et al.
Journal of neurocytology, 22(3), 164-175 (1993-03-01)
Perivascular nerve fibres of the uterine artery of virgin and late pregnant guinea-pigs were examined under the electron microscope following loading with 5-hydroxydopamine, a marker for catecholamine uptake, and immunohistochemistry for dopamine beta hydroxylase, neuropeptide Y, vasoactive intestinal polypeptide, substance
James P Hayes et al.
Toxicology letters, 128(1-3), 197-206 (2002-03-01)
The neurotoxin 6-hydroxydopamine (6-OHDA) oxidised sulphydryl groups in glyceraldenyde-3-phosphate dehydrogenase (GAPDH) with loss of the dehydrogenase activity of the enzyme. 5-Hydroxydopamine behaved similarly at higher concentrations. This oxidation was accompanied by a transient rise in the acyl phosphatase (non-phosphorylating) activity
E Kienzl et al.
Journal of the neurological sciences, 134 Suppl, 69-78 (1995-12-01)
The mechanisms that lead to degeneration of melanized dopaminergic neurons in the brain stem, and particularly in the substantia nigra (SN) in patients with Parkinson's disease (PD) are still unknown. Demonstration of increased iron (Fe) in SN of PD brain
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