| Identification | More | [Name]
3-Hydroxytyramine hydrochloride | [CAS]
62-31-7 | [Synonyms]
2-(3,4-DIHYDROXYPHENYL)ETHYL-1-13C-AMINE HCL
2-(3,4-DIHYDROXYPHENYL)ETHYLAMINE HYDROCHLORIDE
3,4-DIHYDROXYPHENETHYLAMINE, HCL
3,4-DIHYDROXYPHENETHYLAMINE HYDROCHLORIDE
3,4-DIHYDROXYPHENYL-ETHYLAMINE HYDROCHLORIDE
3-HYDROXYTYRAMINE HYDROCHLORIDE
3-HYDROXYTYRAMINIUM CHLORIDE
4-(2-AMINOETHYL)-1-2-BENZENEDIAL HYDROCHLORIDE
4-[2-AMINOETHYL]-1,2-BENZENEDIOL HYDROCHLORIDE
4-(2-AMINOETHYL)PYROCATECHOL HYDROCHLORIDE
DOPAMINE HCL
DOPAMINE HYDROCHLORIDE
HYDROXYTYRAMINE HCL
LABOTEST-BB LT00233111
TIMTEC-BB SBB003668
2-benzenediol,4-(2-aminoethyl)-hydrochloride
4-(2-aminoethyl)-pyrocatechohydrochloride
dopaminechloride
intropin
m-hydroxytyraminehydrochloride | [EINECS(EC#)]
200-527-8 | [Molecular Formula]
C8H12ClNO2 | [MDL Number]
MFCD00012898 | [Molecular Weight]
189.64 | [MOL File]
62-31-7.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white crystals | [Melting point ]
248-250 °C(lit.)
| [density ]
1.4 g/cm3 | [Fp ]
11℃ | [storage temp. ]
Store below +30°C. | [solubility ]
alcohol: 20 mg/mL
| [form ]
Crystalline Powder | [color ]
light tan
| [Stability:]
Stable. Incompatible with strong oxidizing agents. Combustible. | [Water Solubility ]
soluble | [Sensitive ]
Air & Light Sensitive | [Merck ]
14,3421 | [BRN ]
3656720 | [InChIKey]
CTENFNNZBMHDDG-UHFFFAOYSA-N | [CAS DataBase Reference]
62-31-7(CAS DataBase Reference) | [EPA Substance Registry System]
62-31-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol, solution | [WGK Germany ]
2
| [RTECS ]
UX1092000
| [F ]
8-10-23 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29222900 | [Toxicity]
LD50 orally in Rabbit: 2859 mg/kg |
| Hazard Information | Back Directory | [Description]
Dopamine hydrochloride(62-31-7) is an endogenous catecholamine neurotransmitter synthesized from the amino acid L-tyrosine that acts as an agonist at dopamine receptors (D1-5). Dopamine is mainly synthesized in the substantia nigra and ventral tegmental area, and is a precursor in norepinephrine and epinephrine biosynthesis. Dopamine-containing neurons in the brain are involved in reward-motivated behavior, motor control, and hormone release. Dopamine is also synthesized in the adrenal glands where it exerts peripheral paracrine functions including control of vasodilation, sodium excretion, insulin production, gastrointestinal motility, and the activity of lymphocytes. Loss or damage of dopaminergic neurons in the substantia nigra is associated with Parkinson’s disease. | [Chemical Properties]
Dopamine hydrochloride is designated chemically as 3,4-dihydroxyphenethylamine hydrochloride, a white crystalline powder freely soluble in water. Dopamine (also referred to as 3-hydroxytyramine) is a naturally occurring biochemical catecholamine precursor of norepinephrine. | [Uses]
dopaminergic: Dopamine (DA) works as neurotransmitter in the central nervous system. It is a catecholamine made from the amino acid L-tyrosine. It also works as a hormone in vesicles of the adrenal medulla, thereby controlling heart beat rate and blood pressure. Absence of DA-containing neurons is associated with parkinson′s disease. | [Application]
Dopamine hydrochloride has been used to study dopamine-mediated transient modulation of the physiological responses in whiteleg shrimp, Litopenaeus vannamei.
It has been used to study dopamine-mediated changes in immunity susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.
It has been used 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. | [Definition]
ChEBI: Dopamine hydrochloride is a catecholamine. | [Indications]
Dopamine HCl is indicated for the correction of hemodynamic imbalances present in the shock syndrome due to myocardial infarction, trauma, endotoxic septicemia, open-heart surgery, renal failure, and chronic cardiac decompensation as in congestive failure. | [Preparation]
Dopamine hydrochloride is produced through the ring-opening reaction of piperonyl ethylamine. Piperethylamine and phenol are added to a reaction vessel and cooled down. Hydrochloric acid is slowly added while heating up the mixture to 110°C, and refluxed for 12-44 hours until the reaction reaches completion. The solution is then slightly cooled and water is added, and the mixture is stirred well and allowed to separate into layers. The upper phenolic layer is then removed, and the aqueous layer is extracted with isopropyl acetate. The extracted aqueous layer is then evaporated under reduced pressure (8.0kPa) until dry. Half the amount of ethanol and hydrochloric acid are added to the dry residue and heated to dissolve. The solution is then cooled, crystallized, and filtered. The filter cake is washed with ethanol and dried to obtain the final product, with a yield of 74%. | [Brand name]
Intropin (Mayne). | [General Description]
Dopamine Hydrochloride(62-31-7) is the hydrochloride salt form of dopamine, a monoamine compound with positive inotropic activity. Dopamine is a neurotransmitter which is a naturally occurring catecholamine. Dopamine hydrochloride salt is indicated as a medicine for the treatment of acute congestive and renal failures. | [Biological Activity]
Endogenous neurotransmitter that acts as an agonist at dopamine D 1-5 receptors. Synthesized in the substantia nigra and ventral tegmental area, and is a precursor in noradrenalin and adrenalin biosynthesis. | [Pharmacokinetics]
Dopamine hydrochloride(62-31-7) is a precursor for the synthesis of epinephrine in the body. It has β (mainly β1 receptor) receptor agonism and α receptor agonism, and can also promote the release of norepinephrine. It can enhance myocardial contractility, increase cardiac output, and accelerate the heart rate to a lesser extent (not as obvious as isoproterenol); stimulate the α-receptors of blood vessels in tissues such as skin and muscles, so that blood vessels constrict and blood supply is reduced; it stimulates visceral blood vessels ( The dopamine receptors in the kidney, mesentery, and heart) dilate and increase blood flow. The change of total peripheral resistance is not obvious, but it is beneficial to improve the blood supply of vital organs during shock. | [Clinical Use]
Cardiogenic shock in infarction or cardiac surgery | [target]
Dopamine Receptor | [Drug interactions]
Potentially hazardous interactions with other drugs
Alpha-blockers: avoid with tolazoline.
Anaesthetics: risk of ventricular arrhythmias with
isoflurane - avoid.
Antidepressants: risk of hypertensive crisis with
MAOIs and moclobemide.
Ciclosporin: may reduce risk of ciclosporin
nephrotoxicity
Dopaminergics: effects possibly enhanced
by entacapone; avoid with rasagiline; risk of
hypertensive crisis with selegiline. | [Metabolism]
Dopamine is a metabolic precursor of noradrenaline
and, whereas a proportion is excreted as the metabolic
products of noradrenaline, the majority is mainly
metabolised into 3,4,-dihydroxyphenylacetic acid
(DOPAC) and 3-methoxy-4-hydroxyphenylacetic
(HVA) which are rapidly excreted in the urine. | [storage]
Store at -20°C |
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