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Ondansetron information


Ondansetron
Clinical data
Trade namesZofran, Atossa,[1][unreliable source?] others[2]
AHFS/Drugs.comMonograph
MedlinePlusa601209
License data
  • US DailyMed: Ondansetron
Pregnancy
category
  • AU: B1[3]
Routes of
administration
orally (by mouth), rectal, intravenous, intramuscular, thin film
ATC code
  • A04AA01 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[4]
  • CA: ℞-only[5]
  • UK: POM (Prescription only)[6]
  • US: ℞-only[7]
  • EU: Rx-only[8]
Pharmacokinetic data
Bioavailability~60%
Protein binding70–76%
MetabolismLiver (CYP3A4, CYP1A2, CYP2D6)
Elimination half-life5.7 hours
ExcretionKidney
Identifiers
IUPAC name
  • (RS)-9-Methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4(9H)-one
CAS Number
  • 99614-02-5 checkY
PubChem CID
  • 4595
IUPHAR/BPS
  • 2290
DrugBank
  • DB00904 checkY
ChemSpider
  • 4434 checkY
UNII
  • 4AF302ESOS
KEGG
  • D00456 checkY
ChEMBL
  • ChEMBL46 checkY
CompTox Dashboard (EPA)
  • DTXSID8023393 Edit this at Wikidata
ECHA InfoCard100.110.918 Edit this at Wikidata
Chemical and physical data
FormulaC18H19N3O
Molar mass293.370 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C1c2c3ccccc3n(C)c2CCC1Cn4ccnc4C
InChI
  • InChI=1S/C18H19N3O/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2/h3-6,9-10,13H,7-8,11H2,1-2H3 checkY
  • Key:FELGMEQIXOGIFQ-UHFFFAOYSA-N checkY
  (verify)

Ondansetron, sold under the brand name Zofran among others, is a medication used to prevent nausea and vomiting caused by cancer chemotherapy, radiation therapy, migraines or surgery.[9] It is also effective for treating gastroenteritis.[10][11] It can be given orally (by mouth), intramuscularly (injection into a muscle), or intravenously (injection into a vein).[9]

Common side effects include diarrhea, constipation, headache, sleepiness, and itchiness.[9] Serious side effects include QT prolongation and severe allergic reaction.[9] It appears to be safe during pregnancy but has not been well studied in this group.[9] It is a serotonin 5-HT3 receptor antagonist.[9] It does not have any effect on dopamine receptors or muscarinic acetylcholine receptors.[12]

Ondansetron was patented in 1984 and approved for medical use in 1990.[13] It is on the World Health Organization's List of Essential Medicines.[14] It is available as a generic medication.[9] In 2021, it was the 79th most commonly prescribed medication in the United States, with more than 8 million prescriptions.[15][16]

  1. ^ "Atossa". MedicinesFAQ. 2022. Archived from the original on 28 August 2022. Retrieved 28 August 2022.
  2. ^ Cite error: The named reference Ondansetron international was invoked but never defined (see the help page).
  3. ^ "Ondansetron Use During Pregnancy". Drugs.com. 3 October 2019. Archived from the original on 18 September 2020. Retrieved 7 September 2020.
  4. ^ "Zofran Product and Consumer Medicine Information Licence". TGA eBS. Archived from the original on 29 August 2022. Retrieved 28 August 2022.
  5. ^ "Zofran Product information". Health Canada. 25 April 2012. Archived from the original on 29 August 2022. Retrieved 28 August 2022.
  6. ^ "Zofran Tablets 4 mg - Summary of Product Characteristics (SmPC)". (emc). 19 January 2022. Archived from the original on 29 August 2022. Retrieved 28 August 2022.
  7. ^ Cite error: The named reference Zofran FDA label was invoked but never defined (see the help page).
  8. ^ "List of nationally authorised medicinal products : Active substance: ondansetron :Procedure no.: PSUSA/00002217/202102" (PDF). Ema.europa.eu. Retrieved 5 March 2022.
  9. ^ a b c d e f g "Ondansetron Hydrochloride". The American Society of Health-System Pharmacists. Archived from the original on 3 May 2016. Retrieved 11 February 2017.
  10. ^ Schnadower D, Finkelstein Y, Freedman SB (January 2015). "Ondansetron and probiotics in the management of pediatric acute gastroenteritis in developed countries". Current Opinion in Gastroenterology. 31 (1): 1–6. doi:10.1097/mog.0000000000000132. PMID 25333367. S2CID 9334264.
  11. ^ Freedman SB, Ali S, Oleszczuk M, Gouin S, Hartling L (July 2013). "Treatment of acute gastroenteritis in children: an overview of systematic reviews of interventions commonly used in developed countries". Evidence-Based Child Health. 8 (4): 1123–37. doi:10.1002/ebch.1932. PMID 23877938.
  12. ^ Miloro M, ed. (2012). Peterson's principles of oral and maxillofacial surgery (3rd ed.). Shelton, CT: People's Medical Pub. House-USA. p. 86. ISBN 978-1-60795-111-7. Archived from the original on 1 February 2016.
  13. ^ FischerJ, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 448. ISBN 9783527607495. Archived from the original on 12 January 2023. Retrieved 25 August 2020.
  14. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  15. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  16. ^ "Ondansetron - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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Ondansetron

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Metopimazine

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daily dose group. In a randomized, double-blind comparison of ondansetron versus ondansetron plus metopimazine as an antiemetic prophylaxis during platinum-based...

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Antiemetic

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(Kytril), or in a single transdermal patch to the upper arm (SANCUSO). Ondansetron (Zofran) is administered in an oral tablet form, orally dissolving tablet...

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Gastroenteritis

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use of ondansetron might possibly be linked to an increased rate of return to hospital in children. The intravenous preparation of ondansetron may be...

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Aprepitant

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postoperative nausea and vomiting (PONV). It may be used together with ondansetron and dexamethasone. It is taken by mouth or administered by intravenous...

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Pliva

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Administration to sell a generic version of Azithromycin, Citalopram, and Ondansetron. In October 2006, Barr Pharmaceuticals acquired Pliva. On December 23...

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Hyperemesis gravidarum

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pyridoxine or metoclopramide are preferred. Prochlorperazine, dimenhydrinate, ondansetron (sold under the brand-name Zofran) or corticosteroids may be used if...

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Miosis

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acetylcholine Acetylcholinesterase inhibitors Serotonin antagonists, such as ondansetron (an anti-emetic) known by its brand name Zofran Some cancer chemotherapy...

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Droperidol

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low as 0.625 mg. For treatment of nausea and vomiting, droperidol and ondansetron are equally effective; droperidol is more effective than metoclopramide...

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Granisetron

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chemotherapy-induced nausea and vomiting and appears to work about the same as ondansetron. The most common side-effects of chemotherapy treatment are nausea, vomiting...

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Nausea

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antiemetics in the US are promethazine, metoclopramide, and the newer ondansetron. The word nausea is from Latin nausea, from Greek ναυσία – nausia, "ναυτία"...

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Postoperative nausea and vomiting

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to prevent PONV include medications such as antiemetics (for example, ondansetron or dexamethasone) or other drugs including tropisetron, dolasetron, cyclizine...

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Dexamethasone

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increase the antiemetic effect of 5-HT3 receptor antagonists, such as ondansetron. The exact mechanism of this interaction is not well-defined, but it...

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Cisplatin

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prophylactic antiemetics (ondansetron, granisetron, etc.) in combination with corticosteroids. Aprepitant combined with ondansetron and dexamethasone has...

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MDMA

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Dolasetron Galanolactone Granisetron Hydroxybupropion Lerisetron Memantine Ondansetron Palonosetron Ramosetron Renzapride Ricasetron Tedatioxetine Tetracyclic...

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Bupropion

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Dolasetron Galanolactone Granisetron Hydroxybupropion Lerisetron Memantine Ondansetron Palonosetron Ramosetron Renzapride Ricasetron Tedatioxetine Tetracyclic...

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Cyclic vomiting syndrome

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dehydrated. For a number of patients, potent anti-emetic drugs such as ondansetron (Zofran) or granisetron (Kytril), and dronabinol (Marinol) may be helpful...

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Morning sickness

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category "A" prescription treatment for nausea and vomiting of pregnancy. Ondansetron may be beneficial, but there are some concerns regarding an association...

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Sublingual administration

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or no residue. Nitroglycerine tablets are an example, the anti-emetic ondansetron is another. Sublingual strips—similar to tablets in that they easily...

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LSD

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Cyclizine

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Tramadol

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such as St. John's wort. Concurrent use of 5-HT3 antagonists such as ondansetron, dolasetron, and palonosetron may reduce the effectiveness of both drugs...

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Serotonin receptor antagonist

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vomiting. They include, but are not limited to: Dolasetron Granisetron Ondansetron Palonosetron Tropisetron Other 5-HT3 antagonists have been considered...

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Prochlorperazine

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Canine parvovirus

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injections (antiemetics) such as maropitant, metoclopramide, dolasetron, ondansetron and prochlorperazine, and broad-spectrum antibiotic injections such as...

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