Dopamine

HCID 681CAS 50444-17-2

Basic information

Standard SMILES
NCCc1ccc(O)c(O)c1
InChIKey
VYFYYTLLBUKUHU-UHFFFAOYSA-N
Molecular formula
C8H11NO2
Average molar mass
153.18 g/mol
Monoisotopic mass
153.07897859

Names & identifiers

Preferred name
Dopamine
IUPAC
4-(2-aminoethyl)benzene-1,2-diol
English name
3-Hydroxytyramine
Molecular formula
C8H11NO2
Molecular weight
153.18

Names & synonyms

dopamine4-(2-Aminoethyl)benzene-1,2-diol51-61-63-HydroxytyramineOxytyramineHydroxytyraminDopamin3,4-dihydroxyphenethylamine4-(2-Aminoethyl)catechol4-(2-Aminoethyl)pyrocatecholhydroxytyramine2-(3,4-dihydroxyphenyl)ethylamine
Show more names
opamineDopamine Control4-(2-Aminoethyl)51-61-6 3-HydroxytyramineNoradrenaline EP Impurity C3-Hydroxytyramine USP/EP/BP
DopaminaDopaminum3,4-Dihydroxyphenylethylamine4-(2-Aminoethyl)-1,2-benzenediolASL 2791,2-Benzenediol, 4-(2-aminoethyl)-Dobutamine aA-dopamine

Database identifiers

CAS
50444-17-2、51-61-6、62-31-7
PubChem CID
681
DTXSID
DTXSID6022420
ChEMBL
CHEMBL59
ChEBI
CHEBI:18243
UNII
VTD58H1Z2X
EC Number
200-110-0
Nikkaji
J4.120C

Properties

Computed structural properties

XLogP
-1
Topological polar surface area
66.5 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
11

Physicochemical properties

Melting point
218 · 218-220 ºC
Boiling point
276.1 °C · 276.1°C (rough estimate)
Density
1.1577 · 1.1577 (rough estimate)
refractive index
1.477 · 1.4770 (estimate)
storage temp.
-20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility
Aqueous Acid (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)

Safety & regulation

Safety data

Signal word
Warning
Symbol(GHS)
GHS08,GHS07,GHS09
Hazard statements
H410-H361-H302-H400
Precautionary statements
P273-P391-P501-P273-P391-P501-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501
Hazardous Substances Data
51-61-6(Hazardous Substances Data)

Chemistry & industry

Applications · 6 items

DescriptionDopamine, abbreviated DA, is a biosynthetic compound and neurotransmitter produced in the body from the amino acid tyrosine by several pathways. It is synthesized in the adrenal gland where it is a precursor to other hormones (see Epinephrine) and in several portions of the brain, principally the substantia nigra and hypothalamus.

HistoryDopamine is stored in vesicles in the brain’s presynaptic nerve terminals. It is closely associated with its immediate precursor, l-Dopa (levodopa). Casmir Funk (1884–1967) first synthesized Dopa in racemic form in 1911 and considered Dopa a vitamin. In 1913, Marcus Guggenheim, a biochemist from Hoff man-LaRoche, isolated l-Dopa from seedlings of Vicia faba, the Windsor bean plant native to northern Africa and southwest Asia. Guggenheim used beans from the garden of Felix Hoff man (1868–1946), the discoverer of aspirin. Guggenheim ingested a 2.5-gram dose of l-Dopa, resulting in nausea and vomiting; he also administered small dosages to animals and did not observe any signifi cant effects. This led him to believe that l-Dopa was biologically inactive. Studies commencing in 1927 reported that Dopa played a role in glucose metabolism and aff ected arterial blood pressure. Interest in dopamine accelerated in 1938 when the German physician and pharmacologist Peter Holtz (1902–1970) and co-workers discovered the enzyme l-Dopa decarboxylase and that it converted l-Dopa into dopamine in humans and animals. Research over the next two decades focused on l-Dopa’s role as a precursor to other catecholamine hormones, its vascular effects, and its role in brain chemistry.

UsesAdrenergic.

UsesDopamine exhibits its primary action of the cardiovascular system, kidneys, and mesentery. It is used as a temporary agent for treating hypotension and circulatory shock caused by myocardial stroke, trauma, kidney rejection, and endogenous septicemia. The main indication for use of this drug is shock of various origins (cardiogenic, postoperational, infectious-toxic, anaphylactic), severe hypotension, and imminent renal insufficiency.

UsesDopamine(3-Hydroxytyramine) is used as a drug to treat several conditions. It can be injected as a solution ofdopamine hydrochloride, such as in the drug Intropin. It is used as a stimulant to the heartmuscle to treat heart conditions; it also constricts the blood vessels, increasing systolic bloodpressure and improving blood flow through the body. Dopamine is used in renal medicationsto improve kidney function and urination. Dopamine dilates blood vessels in the kidneys,increasing the blood supply and promoting the fl ushing of wastes from the body. Dopamineis used to treat psychological disorders such as schizophrenia and paranoia.

General DescriptionDopamine (Intropin) acts primarily on 1-and 1-adrenergic receptors, increasing systemic vascularresistance and exerting a positive inotropic effect on theheart. It must be administered by an intravenous route, becauseoral administration results in rapid metabolism byMAO and/or catechol-O-methyltransferase (COMT).

Upstream & downstream products

Upstream raw materials

Downstream products

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]

Additional notes

Definitiondopamine: A catecholamine thatis a precursor in the synthesis of noradrenalineand adrenaline. It alsofunctions as a neurotransmitter inthe brain.

Related reactions

148 records

Linked notes

Loading…