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Digoxin information


Digoxin
Clinical data
Pronunciation/dɪˈɒksɪn/[1][2]
Trade namesLanoxin, others
AHFS/Drugs.comMonograph
MedlinePlusa682301
License data
  • US DailyMed: Digoxin
Pregnancy
category
  • AU: A[3]
Routes of
administration
By mouth, intravenous
ATC code
  • C01AA05 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability60 to 80% (by mouth)
Protein binding25%
MetabolismLiver (16%)
Elimination half-life36 to 48 hours
(normal kidney function)
3.5 to 5 days
(impaired kidney function)
ExcretionKidney
Identifiers
IUPAC name
  • 3β-[(O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12β,14-dihydroxy-5β-card-20(22)-enolide
CAS Number
  • 20830-75-5 checkY
PubChem CID
  • 2724385
IUPHAR/BPS
  • 4726
DrugBank
  • DB00390 checkY
ChemSpider
  • 2006532 checkY
UNII
  • 73K4184T59
KEGG
  • D00298 checkY
ChEBI
  • CHEBI:4551 checkY
ChEMBL
  • ChEMBL1751 checkY
PDB ligand
  • DGX (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID5022934 Edit this at Wikidata
ECHA InfoCard100.040.047 Edit this at Wikidata
Chemical and physical data
FormulaC41H64O14
Molar mass780.949 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point249.3 °C (480.7 °F)
Solubility in water0.0648 mg/mL (20 °C)
SMILES
  • O=C\1OC/C(=C/1)[C@H]2CC[C@@]8(O)[C@]2(C)[C@H](O)C[C@H]7[C@H]8CC[C@H]6[C@]7(C)CC[C@H](O[C@@H]5O[C@H](C)[C@@H](O[C@@H]4O[C@@H]([C@@H](O[C@@H]3O[C@@H]([C@@H](O)[C@@H](O)C3)C)[C@@H](O)C4)C)[C@@H](O)C5)C6
InChI
  • InChI=1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1 checkY
  • Key:LTMHDMANZUZIPE-PUGKRICDSA-N checkY
  (verify)

Digoxin (better known as Digitalis), sold under the brand name Lanoxin among others, is a medication used to treat various heart conditions.[4] Most frequently it is used for atrial fibrillation, atrial flutter, and heart failure.[4] Digoxin is one of the oldest medications used in the field of cardiology. It works by increasing myocardial contractility, increasing stroke volume and blood pressure, reducing heart rate, and somewhat extending the time frame of the contraction.[5] Digoxin is taken by mouth or by injection into a vein.[4] Digoxin has a half life of approximately 36 hours given at average doses in patients with normal renal function. It is excreted mostly unchanged in the urine.

Common side effects include breast enlargement with other side effects generally due to an excessive dose.[4][6] These side effects may include loss of appetite, nausea, trouble seeing, confusion, and an irregular heartbeat.[6] Greater care is required in older people and those with poor kidney function.[6] It is unclear whether use during pregnancy is safe.[3]

Digoxin is in the cardiac glycoside family of medications.[4] It was first isolated in 1930 from the foxglove plant, Digitalis lanata.[7][8] It is on the World Health Organization's List of Essential Medicines.[9] In 2021, it was the 241st most commonly prescribed medication in the United States, with more than 1 million prescriptions.[10][11]

  1. ^ "Digoxin". Digoxin | Definition of Digoxin by Lexico. Lexico. Archived from the original on 27 October 2019. Retrieved 28 October 2019.
  2. ^ "digoxin". WordReference. Retrieved 28 October 2019.
  3. ^ a b "Digoxin Use During Pregnancy". Drugs.com. Archived from the original on 21 December 2016. Retrieved 14 December 2016.
  4. ^ a b c d e "Digoxin". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  5. ^ Patocka J, Nepovimova E, Wu W, Kuca K (October 2020). "Digoxin: Pharmacology and toxicology-A review". Environmental Toxicology and Pharmacology. 79: 103400. doi:10.1016/j.etap.2020.103400. PMID 32464466. S2CID 218950180.
  6. ^ a b c World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 270. hdl:10665/44053. ISBN 9789241547659.
  7. ^ Cartwright AC (2016). The British Pharmacopoeia, 1864 to 2014: Medicines, International Standards and the State. Routledge. p. 183. ISBN 9781317039792. Archived from the original on 2017-09-08.
  8. ^ Hollman A (April 1996). "Drugs for atrial fibrillation. Digoxin comes from Digitalis lanata". BMJ. 312 (7035): 912. doi:10.1136/bmj.312.7035.912. PMC 2350584. PMID 8611904.
  9. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  10. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  11. ^ "Digoxin - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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Digoxin

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Digoxin (better known as Digitalis), sold under the brand name Lanoxin among others, is a medication used to treat various heart conditions. Most frequently...

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Digoxin toxicity

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Digoxin toxicity, also known as digoxin poisoning, is a type of poisoning that occurs in people who take too much of the medication digoxin or eat plants...

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Digoxin immune fab

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Digoxin immune fab or digoxin-specific antibody is an antidote for overdose of digoxin. It is made from immunoglobulin fragments from sheep that have already...

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List of side effects of digoxin

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Digoxin is a widely used medication that is effective for many cardiac conditions in adults and children. Some side effects are expected, some are common...

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Digitalis

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preparations that contain cardiac glycosides, particularly one called digoxin, extracted from various plants of this genus. Foxglove has medicinal uses...

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Digitoxin

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and is similar in structure and effects to digoxin, though the effects are longer-lasting. Unlike digoxin, which is eliminated from the body via the kidneys...

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Xanthopsia

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yellowing of the optical media of the eye. The most common causes are digoxin's inhibitory action on the sodium pump, and the development of cataracts...

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Senna glycoside

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glycosides can increase digoxin toxicity in patients taking digoxin by reducing serum potassium levels, thereby enhancing the effects of digoxin. The breakdown...

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Lucia de Berk case

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accepted by the court.: §7  The very high digoxin levels in autopsy blood from one child were key to the argument. Digoxin had previously been administered to...

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Toronto hospital baby deaths

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digitalis-type medication that had possibly been used for the alleged killings (digoxin) had begun to be kept under lock and key. Three nurses were at the centre...

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Cascabela thevetia

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similar to digoxin from Digitalis purpurea. They produce gastric and cardiotoxic effects. Antidotes for treatment include atropine and digoxin immune fabs...

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Cardiac glycoside

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Digitalis lanata and Digitalis purpurea (Woolly and purple foxglove): digoxin, digitoxin Nerium oleander (oleander tree): oleandrin Asclepias sp. (milkweed):...

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Digitalization

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conversion of analog information into a digital format Medical use of Digoxin Medical use of other Digitalis-based drugs Digital (disambiguation) Quantization...

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Pharmacognosy

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from the flowers of cannabis, morphine and codeine from the poppy, and digoxin from the foxglove. Plants synthesize a variety of phytochemicals, but most...

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Phytochemistry

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purpurea, contains digoxin, a cardiac glycoside. The plant was used to treat heart conditions long before the glycoside was identified. Digoxin is used to treat...

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Flowering plant

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wood, paper, fibers such as cotton, flax, and hemp, medicines such as digoxin and opioids, and decorative and landscaping plants. Coffee and hot chocolate...

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Oleandrin

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associated with the toxicity of oleander sap, and has similar properties to digoxin. Oleander has been used in traditional medicine for its presumed therapeutic...

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Foeticide

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immediate fetal asystole, intrafetal digoxin may fail to effect demise in up to 5% of cases whereas intraamniotic digoxin may fail to cause demise in up to...

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Drug interaction

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conventional drugs in herb-drug interactions are warfarin, insulin, aspirin, digoxin, and ticlopidine, due to their narrow therapeutic indices. The most commonly...

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Charles Cullen

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he murdered three elderly women with overdoses of the heart medication digoxin. His final victim said that a "sneaky male nurse" had injected her as she...

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Nerium

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Smith, T. W (1979). "Effects of inotropic and arrhythmogenic digoxin doses and of digoxin-specific antibody on myocardial monovalent cation transport in...

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Cardiomegaly

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issues. Beta blockers: to lower blood pressure and improve heart function. Digoxin: to help improve heart pumping function and lessen the need for hospitalization...

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Amy Loughren

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autopsy showed that he had been administered digoxin. It was not on his prescription list. In small doses, digoxin can improve heart function, but the amount...

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Atrial tachycardia

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circumstances (as would be the case with some drug toxicities, such as digoxin toxicity). Forms of atrial tachycardia (ATach) include multifocal atrial...

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Crataegus

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"Interference of hawthorn on serum digoxin measurements by immunoassays and pharmacodynamic interaction with digoxin". Arch Pathol Lab Med. 134 (8): 1188–92...

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Dioxin

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4-Dioxane, the saturated analog Agent Orange, of which TCDD is a component Digoxin Dioxin affair, a 1999 crisis in Belgium Seveso disaster, a 1976 crisis...

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ST depression

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tachycardia Hyperventilation Other, non-ischemic, causes include: Side effect of digoxin Hypokalemia Right or left ventricular hypertrophy Intraventricular conduction...

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Antidote

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syndrome Deferoxamine mesylate Iron poisoning Digoxin Immune Fab antibody (Digibind and Digifab) Digoxin poisoning, Oleander ingestion Diphenhydramine...

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Wandering atrial pacemaker

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sinus node damage. In cases of digoxin toxicity, a physician may decrease the dose, change medications, or cease digoxin therapy. Kashou, Anthony H.; Basit...

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Medicinal plants

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hundreds of useful compounds. These include the common drugs aspirin, digoxin, quinine, and opium. The compounds found in plants are diverse, with most...

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