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Merck

H8502

Dopamine hydrochloride

≥98% (TLC), powder, neurotransmitter

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:
Molecular Weight:
189.64
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
200-527-8
MDL number:
Beilstein/REAXYS Number:
3656720

Product Name

Dopamine hydrochloride,

InChI key

CTENFNNZBMHDDG-UHFFFAOYSA-N

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

SMILES string

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

form

powder

color

, White to Light Yellow to Light Beige

mp

248-250 °C (lit.)

solubility

alcohol: 20 mg/mL
H2O: soluble

storage temp.

2-8°C

Quality Level

Gene Information

human ... ADRB1(153)

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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.

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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.

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.

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Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Saad Latif et al.
Clinica chimica acta; international journal of clinical chemistry, 522, 114-126 (2021-08-15)
Parkinson's disease is a neurodegenerative disease caused by the death of neurons, ie, cells critical to the production of dopamine, an important neurotransmitter in the brain. Here, we present a brief review of the dopamine synthetic pathway, binding to the
Rafael Franco et al.
Biomedicines, 9(2) (2021-01-28)
Dopamine is derived from an amino acid, phenylalanine, which must be obtained through the diet. Dopamine, known primarily to be a neurotransmitter involved in almost any higher executive action, acts through five types of G-protein-coupled receptors. Dopamine has been studied
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)
Y Luo et al.
The Journal of biological chemistry, 273(6), 3756-3764 (1998-03-07)
Dopamine (DA) is a neurotransmitter, but it also exerts a neurotoxic effect under certain pathological conditions, including age-related neurodegeneration such as Parkinson's disease. By using both the 293 cell line and primary neonatal rat postmitotic striatal neuron cultures, we show
Peripheral Dopamine Controlled by Gut Microbes Inhibits Invariant Natural Killer T Cell-Mediated Hepatitis
Xue R, et al.
Frontiers in Immunology, 9, 2398-2398 (2018)

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