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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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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.
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
K S Lu et al.
Archives of histology and cytology, 55(1), 57-65 (1992-03-01)
The ultrastructure of the Type I cells in paraganglia of rat recurrent laryngeal nerve (RLN) was studied after the administration of 5-hydroxydopamine (5-OHDA) and 6-hydroxydopamine (6-OHDA). Normal Type I cells of RLN-paraganglia contained abundant organelles and their cytoplasm was characterized
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
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