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
Weitere Namen anzeigen
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
- Formalladung
- 0
- Komplexität
- 119
Experimentelle und physikochemische Eigenschaften
Human Drugs
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
- Farbe
- light tan
- Wasserlöslichkeit
- soluble
- Merck
- 14 · 14,8462
- BRN
- 3656720 · 3656720
- Stabilität
- Stable. Incompatible with strong oxidizing agents. Combustible.
- Major Application
- pharmaceutical (small molecule)
- 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
- InChIKey
- CTENFNNZBMHDDG-UHFFFAOYSA-N
- SMILES
- Cl[H].NCCc1ccc(O)c(O)c1
- CAS Datenbank
- 62 · 62-31-7(CAS DataBase Reference)
- EPA chemische Informationen
- 1 · 1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride (62-31-7)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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
Toxikologische Informationen
Drug Induced Liver Injury
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
- risk_code
- 36/37/38-50/53-22-39/23/24/25-23/24/25-11
- Toxizität
- LD50 orally in Rabbit: 2859 mg/kg
- hazard_code
- Xi,N,Xn,T,F
- hazard_note
- Irritant
- safety_code
- 26-36-61-45-36/37-16
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Skin Sens. 1
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
DOPAMINE HCI
Catecholamines [CS]; Catecholamine [EPC]
DOPAMINE HCI IN 5% DEXTROSE
Catecholamines [CS]; Catecholamine [EPC]
DOPAMINE HYDROCHLORIDE
Catecholamines [CS]; Catecholamine [EPC]
MeSH Pharmacological Classification
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
Anwendungen
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
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%.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Zugehörige Reaktionen
Verknüpfte Notizen
Wird geladen…