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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.)

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.

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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F Vandenabeele et al.
Archives of histology and cytology, 64(1), 1-16 (2001-04-20)
Ultrastructural studies of the synovial membrane were performed on tissue samples obtained from the human lumbar facet joint. Ultrastructural changes in synoviocytes were studied after loading synovial samples with 5-hydroxydopamine (5-OHDA) in an oxygenated Krebs' solution, prior to fixation. Synoviocytes
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
Mikyung Shin et al.
Acta biomaterialia, 95, 165-175 (2018-10-27)
3D bioprinting is an attractive technique to fabricate well-organized, cell-laden constructs for tissue repair and disease modeling. Although numerous hydrogel bioinks have been developed, materials are still needed that mimic the cellular microenvironment, have the appropriate viscosity and stabilization for
C Spenger et al.
Experimental brain research, 112(1), 47-57 (1996-11-01)
Free-floating roller tube cultures of human fetal (embryonic age 6-10 weeks post-conception) and rat fetal (embryonic day 13) ventral mesencephalon were prepared. After 7-15 days in vitro, the mesencephalic tissue cultures were transplanted into the striatum of adult rats that
K Jellinger et al.
Journal of neural transmission. Supplementum, 46, 297-314 (1995-01-01)
The presence of 5-Hydroxydopamine (5-OHDA) and 6-Hydroxydopamine (6-OHDA) in the urine of parkinsonian patients on levodopa medication was reported by Andrew et al. (1993). To answer the question about the putative relevance of 6-OHDA endogenously formed in the brain for
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