Dopamine hydrochloride Property

Melting point:

248-250 °C(lit.)

Density 

1.4 g/cm3

Flash point:

11℃

storage temp. 

Store below +30°C.

solubility 

alcohol: 20 mg/mL

form 

Crystalline Powder

color 

light tan

Water Solubility 

soluble

Sensitive 

Air & Light Sensitive

Merck 

14,8462

BRN 

3656720

Stability:

Stable. Incompatible with strong oxidizing agents. Combustible.

InChIKey

CTENFNNZBMHDDG-UHFFFAOYSA-N

CAS DataBase Reference

62-31-7(CAS DataBase Reference)

EPA Substance Registry System

1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride (62-31-7)

Safety

Hazard Codes 

Xi,N,Xn,T,F

Risk Statements 

36/37/38-50/53-22-39/23/24/25-23/24/25-11

Safety Statements 

26-36-61-45-36/37-16

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 and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Dopamine hydrochloride Chemical Properties,Usage,Production

Description

Dopamine (hydrochloride) is an endogenous catecholamine neurotransmitter synthesized from the amino acid L-tyrosine that acts as an agonist at dopamine receptors (D_1-5). 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. It can also be dissolved in hot 95% ethanol, methanol, and sodium hydroxide solution. However, it is insoluble in chloroform, ether, and benzene. It has no odor and a slightly bitter taste. Dopamine (also referred to as 3-hydroxytyramine) is a naturally occurring biochemical catecholamine precursor of norepinephrine.

Uses

A neurotransmitter and vasopressor that modulates cortical activation. Dopamine hydrochloride is a vasopressor that moderates cortical activation. It is used as a precursor to norepinepherine and epinephrine. It is an important neurotransmitter and chemical messenger that helps in the transmission of signals in the brain and other vital areas.

Uses

Endogenous catecholamine with α and β-adrenergic activity. Cardiotonic; antihypotensive.

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.

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.

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.

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 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