Structure via PubChem · Public domain (PubChem)
adrenalone
Sign in to saveAdrenalone is an adrenergic agonist used as a topical vasoconstrictor and hemostatic. Formerly, it was also used to prolong the action of local anesthetics. It is the ketone form of epinephrine (adrenaline). Contrary to epinephrine, adrenalone mainly acts on alpha-1 adrenergic receptors, but has little affinity for beta receptors. The drug is largely obsolete, being superseded by other hemostatics such as thrombin, fibrinogen, and vasopressin analogues.
Chemical data
- Formula
- C9H11NO3
- Molecular weight
- 181.19 g/mol
- IUPAC name
- 1-(3,4-dihydroxyphenyl)-2-(methylamino)ethanone
- SMILES
- CNCC(=O)C1=CC(=C(C=C1)O)O
- InChIKey
- PZMVOUYYNKPMSI-UHFFFAOYSA-N
- XLogP
- 0.5
- Polar surface area
- 69.6 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- hemorrhage
via ChEMBL · EBI
Research
22 papers- Inhibition of dopamine beta oxidase by adrenalone.Nature · 1961
- NiO/SWCNTs coupled with an ionic liquid composite for amplified carbon paste electrode; A feasible approach for improving sensing ability of adrenalone and folic acid in dosage form.Journal of pharmaceutical and biomedical analysis · 2020
- The Study of the Transport Mechanism of Isorhynchophylline in Liver.Evidence-based complementary and alternative medicine : eCAM · 2022
- The inhibition in vivo of norepinephrine synthesis by adrenalone.Biochemical pharmacology · 1962
- Formation of adrenaline in the iris-ciliary body from adrenalone diesters.Experimental eye research · 1984
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 181.074
Show 3 more facts
- chemical formula
- C₉H₁₁NO₃
- canonical SMILES
- CNCC(=O)C1=CC(=C(C=C1)O)O
- Commons category
- Adrenalone
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Contraindications and interactions
- Side effects
- Pregnancy and lactation
- Chemical properties
- Pharmacology
- References
Adrenalone is an adrenergic agonist used as a topical vasoconstrictor and hemostatic. Formerly, it was also used to prolong the action of local anesthetics. It is the ketone form of epinephrine (adrenaline). Contrary to epinephrine, adrenalone mainly acts on alpha-1 adrenergic receptors, but has little affinity for beta receptors. The drug is largely obsolete, being superseded by other hemostatics such as thrombin, fibrinogen, and vasopressin analogues.
==Contraindications and interactions== Adrenalone does not stop bleeding from large blood vessels. It is not approved for systemic use. Combination with antithrombotics is not useful because they contravene the action of adrenalone.
Excerpted from Wikipedia’s “adrenalone” article, available under the CC BY-SA 4.0 licence.
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