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H8502

Sigma-Aldrich

Dopamine hydrochloride

Synonym(s):

2-(3,4-Dihydroxyphenyl)ethylamine hydrochloride, 3,4-Dihydroxyphenethylamine hydrochloride, 3-Hydroxytyramine hydrochloride, 4-(2-Aminoethyl)-1,2-benzenediol hydrochloride

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About This Item

Linear Formula:
(HO)2C6H3CH2CH2NH2·HCl
CAS Number:
62-31-7
Molecular Weight:
189.64
Beilstein/REAXYS Number:
3656720
EC Number:
200-527-8
MDL number:
MFCD00012898
UNSPSC Code:
12352116
PubChem Substance ID:
24277897
NACRES:
NA.77

form

powder

Quality Level

200

color

light tan

mp

248-250 °C (lit.)

solubility

alcohol: 20 mg/mL
H2O: soluble

storage temp.

2-8°C

SMILES string

Cl[H].NCCc1ccc(O)c(O)c1

InChI

1S/C8H11NO2.ClH/c9-4-3-6-1-2-7(10)8(11)5-6;/h1-2,5,10-11H,3-4,9H2;1H

InChI key

CTENFNNZBMHDDG-UHFFFAOYSA-N

Gene Information

human ... ADRB1(153)

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General description

Dopamine (DA) works as a neurotransmitter in the central nervous system. It is a catecholamine made from the amino acid L-tyrosine. It also works as a hormone in the vesicles of the adrenal medulla, thereby controlling heart beat rate and blood pressure. The Absence of DA-containing neurons is associated with Parkinson’s disease.Dopamine is produced and released by the dopaminergic neurons in the substantia nigra that is in the central nervous system. It is involved in several activities such as movement, behaviour, learning, reward, punishment, dreaming, working, memory, mood, sleep, attention, and inhibition of prolactin production. Dopamine also acts as a precursor in the synthesis of catecholamines like epinephrine and norepinephrine. Increased levels of dopamine via the tuberoinfundibular pathway are associated with Schizophrenia, hallucinations, euphoria, and psychosis. A deficiency of dopamine and norepinephrine indicates the neurochemical basis for attention-deficit hyperactivity disorder (ADHD), a pediatric disorder.

Application

Dopamine hydrochloride has been used:
  • to study dopamine-mediated transient modulation of the physiological responses in white leg shrimp, Litopenaeus vannamei.
  • to study dopamine-mediated changes in immunity susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.
  • to study the molecular link between dopamine-induced oxidative stress and mHtt (mutant Huntingtin) toxicity in relation to the activation of the autophagy pathway in an ‘in vitro’ model of parkinsonian Huntington′s Disease.
  • as a substrate of the prophenoloxidase (PPO) cascade reaction in the anti-microbial assay targeting methicillin-resistant staphylococcus aureus (MRSA) in the biofilm phase.
  • added exogenously to the culture medium to study its effect on H. contortus female worms.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Caution

Light sensitive

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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Pricing

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dopamine induces transient modulation of the physiological responses of whiteleg shrimp, Litopenaeus vannamei.
Chiu H-T et al.
Aquaculture (Amsterdam, Netherlands), 251, 558-566 (2006)
Flow injection with inhibited chemiluminescence method for the determination of dopamine hydrochloride.
Shuhao WANG et al.
Analytical Sciences, 20, 315-317 (2004)
Vibrational dynamics and potential energy distribution of two well-known neurotransmitter receptors: tyramine and dopamine hydrochloride.
Siddiqui SA et al.
Journal of Theoretical & Computational Chemistry, 8, 433-450 (2009)
Dopamine depresses the immune ability and increases susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.
Li JT et al.
Fish & Shellfish Immunology, 19, 269-269 (2005)
Seonki Hong et al.
Science advances, 4(9), eaat7457-eaat7457 (2018-09-12)
Biological functions depend on biomolecular assembly processes. Assemblies of lipid bilayers, actins, microtubules, or chromosomes are indispensable for cellular functions. These hierarchical assembly processes are reasonably predictable by understanding chemical structures of the defined building blocks and their interactions. However
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