Structure via PubChem · Public domain (PubChem)
deoxyepinephrine
Sign in to saveAlso known as N-methyldopamine, 1-(3,4-dihydroxyphenyl)-2-methylaminoethane, N-methyl-3,4-dihydroxyphenethylamine, Epinin, Desoxyepinephrine, 3,4-dihydroxy-N-methylphenethylamine, Deoxyephinephrine
Deoxyepinephrine, also known by the common names '''N-methyldopamine and epinine''', is an organic compound and natural product that is structurally related to the important neurotransmitters dopamine and epinephrine. All three of these compounds also belong to the catecholamine family. The pharmacology of epinine largely resembles that of its "parent", dopamine. Epinine has been found in plants, insects and animals. It is also of significance as the active metabolic breakdown product of the prodrug ibopamine, which has been used to treat congestive heart failure.
Chemical data
- Formula
- C9H13NO2
- Molecular weight
- 167.2 g/mol
- IUPAC name
- 4-[2-(methylamino)ethyl]benzene-1,2-diol
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
501 papers- Salvage of cardiopulmonary collapse caused by ethanol sclerotherapy for vascular malformations: clinical experience at a single center and literature review.Frontiers in cardiovascular medicine · 2024
- Ibopamine.Arzneimittel-Forschung · 1986
- Antihypertensive metabolites of alpha-methyldopa.Hypertension (Dallas, Tex. : 1979) · 1984
- Determination of catecholamines in sheep plasma by high-performance liquid chromatography with electrochemical detection: comparison of deoxyepinephrine and 3,4-dihydroxybenzylamine as internal standard.Journal of chromatography. B, Biomedical sciences and applications · 1997
- [Ibopamine--clinical results].Zeitschrift fur Kardiologie · 1991
via PubMed
Wikidata facts
- Mass
- 167.095
Show 2 more facts
- chemical formula
- C₉H₁₃NO₂
- canonical SMILES
- CNCCC1=CC(=C(C=C1)O)O
Sources (2)
via Wikidata · CC0
~6 min read
Article
8 sectionsContents
- Occurrence
- Chemistry
- Preparation
- Structure
- Pharmacology
- Toxicity
- See also
- References
Deoxyepinephrine, also known by the common names '''N-methyldopamine and epinine', is an organic compound and natural product that is structurally related to the important neurotransmitters dopamine and epinephrine. All three of these compounds also belong to the catecholamine family. The pharmacology of epinine largely resembles that of its "parent", dopamine. Epinine has been found in plants, insects and animals. It is also of significance as the active metabolic breakdown product of the prodrug ibopamine, which has been used to treat congestive heart failure.
==Occurrence== Epinine does not seem to occur widely, but it is present as a minor alkaloid in some plants, such as the peyote cactus, Lophophora williamsii, and a species of Acacia, as well as in Scotch Broom, Cytisus scoparius. This compound has also been isolated from the adrenal medulla of pigs and cows, and from the toad, Rhinella marina. It has also been detected in the locust, Locusta migratoria.