Dopaminhydrochlorid

Dopamine Hydrochloride

HCID 65340CAS 62-31-7

Grundinformationen

Standard-SMILES
Cl.NCCc1ccc(O)c(O)c1
InChIKey
CTENFNNZBMHDDG-UHFFFAOYSA-N
Summenformel
C8H12ClNO2
Durchschnittliche Molmasse
189,64 g/mol
Monoisotopische Masse
189,0556563

Überblick

Dopamine hydrochloride is a catecholamine.

Namen und Bezeichner

Bevorzugter Name
Dopamine Hydrochloride
IUPAC
4-(2-aminoethyl)benzene-1,2-diol;hydrochloride
Lokaler Name
Dopaminhydrochlorid
Englischer Name
Dopamine hydrochloride
Summenformel
C8H12ClNO2
Molmasse
189.64

Namen und Synonyme

Dopamine hydrochloride62-31-7Dopamine HClCardiosterilInotropin1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochlorideTensamin4-(2-Aminoethyl)pyrocatechol hydrochlorideASL-279DTXSID7020550NSC-169105Dopamini hydrochloridum
Weitere Namen anzeigen
3-HYDROXYTYRAMINE HYDROCHLORIDE2-benzenediol,4-(2-aminoethyl)-hydrochloride2-(3,4-DIHYDROXYPHENYL)ETHYLAMINE HYDROCHLORIDEintropinDopamin HclDopamine HCIdopaminechloride
7L3E358N9LDopamine hydrochloride in dextrose 5%Dopamine hydrochloride and dextrose 5%DTXCID50550Dopamine hydrochloride in dextrose 5% in plastic containerDopamine hydrochloride and dextrose 5% in plastic containerNSC173182Dopaminergic

Datenbank-Bezeichner

CAS
62-31-7
PubChem CID
65340
DTXSID
DTXSID7020550
ChEMBL
CHEMBL1557
ChEBI
CHEBI:4698
UNII
7L3E358N9L
EC Number
200-527-8

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
66,5 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Human Drugs · 3 Einträge

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine

FDA approved drugs -> Active ingredient

Physikochemische Eigenschaften

Schmelzpunkt
248 · 248-250 °C(lit.)
Dichte
1.4 g/cm3 · 1.4 g/cm3
Flammpunkt
11 ℃ · 11℃
storage temp.
30 °C · Store below +30°C.
Löslichkeit
20 mg/mL · alcohol: 20 mg/mL
Aggregatzustand
Crystalline Powder

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (84.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationDopamine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (84.3%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Dopamine hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Sicherheitsdaten

F
8-10-23
wgk
2
tsca
TSCA listed
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
hs_code
29222900
RTECS-Nr.
UX1092000

Chemie und Industrie

Pharmakologische Informationen

FDA Pharmacological Classification · 6 Einträge

DOPAMINE HCI

Catecholamines [CS]; Catecholamine [EPC]

DOPAMINE HCI IN 5% DEXTROSE

Catecholamines [CS]; Catecholamine [EPC]

DOPAMINE HYDROCHLORIDE

Catecholamines [CS]; Catecholamine [EPC]

MeSH Pharmacological Classification · 3 Einträge

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.

Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.

Verwendung und Herstellung

UsesUse (kg; approx.) in Germany (2009): >25
General Manufacturing Information1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride (1:1): ACTIVE
Anwendungen · 2 Einträge

BeschreibungDopamine (hydrochloride) 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.

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

Darstellung · 1 Eintrag

synthetischeDopamine 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%.

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