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User:Mr. Ibrahem/Hyoscine butylbromide

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For the medication used to treat nausea, see Hyoscine hydrobromide.
Mr. Ibrahem/Hyoscine butylbromide
Clinical data
Trade namesBuscopan, others
Other namesButylscopolamine bromide, scopolamine butylbromide
License data
Addiction
liability		Low[1]
Routes of
administration		By mouth, rectal, intravenous
Legal status
Legal status
Pharmacokinetic data
Bioavailability<1%
Protein bindingLow
Onset of actionWithin 30 min[2]
Elimination half-life5 hours
Duration of actionLess than an hour[2]
ExcretionKidney (50%) and fecal[3]
Identifiers
  • [7(S)-(1α,2β,4β,5α,7β)]-9-butyl-7-(3-hydroxy-
    1-oxo-2-phenylpropoxy)-9-methyl-3-oxa-
    9-azonitricyclo[3.3.1.0(2,4)]nonane
Chemical and physical data
FormulaC21H30BrNO4+
Molar mass440.378 g·mol−1
3D model (JSmol)
  • [CCCC[N+]1(C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4)C.[Br-]
  • InChI=1S/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15?,16-,17-,18+,19-,20+,22?;/m1./s1 checkY
  • Key:HOZOZZFCZRXYEK-HNHWXVNLSA-M checkY
 ☒NcheckY (what is this?)  (verify)

Hyoscine butylbromide, also known as scopolamine butylbromide[7] and sold under the brandname Buscopan among others,[8] is a medication used to treat crampy abdominal pain, esophageal spasms, renal colic, and bladder spasms.[4][5] It is also used to improve respiratory secretions at the end of life.[9] It can be taken by mouth, injection into a muscle, or into a vein.[8]

Side effects may include sleepiness, vision changes, dry mouth, rapid heart rate, triggering of glaucoma, and severe allergies.[4] Sleepiness is uncommon.[10] It is unclear if it is safe in pregnancy.[8] It appears safe in breastfeeding.[11] Greater care is recommended in those with heart problems.[12] It is an anticholinergic agent,[8] which does not have much effect on the brain.[13]

Hyoscine butylbromide was patented in 1950, and approved for medical use in 1951.[14] It is on the World Health Organization's List of Essential Medicines.[15] It is not available in the United States,[16] and a similar compound methscopolamine may be used instead.[17] The wholesale cost in the developing world is US$0.004–0.11 per pill as of 2014.[18] It is manufactured from hyoscine which occurs naturally in the plant deadly nightshade.[19]

References edit

  1. ^ Administration, Australian Government Department of Health Therapeutic Goods (6 February 2020). "1.6. Interim decision in relation to hyoscine butylbromide". Therapeutic Goods Administration (TGA). Archived from the original on 29 August 2021. Retrieved 2 September 2020.
  2. ^ a b Woodfield, Georgia; Phillips, Benedict Lyle; Taylor, Victoria; Hawkins, Amy; Stanton, Andrew. Essential Practical Prescribing. John Wiley & Sons. p. 288. ISBN 978-1-118-83773-3. Archived from the original on 2021-08-28. Retrieved 2020-10-31.
  3. ^ Tytgat, Guido N (2007). "Hyoscine Butylbromide". Drugs. 67 (9). Springer Science and Business Media LLC: 1343–1357. doi:10.2165/00003495-200767090-00007. ISSN 0012-6667.
  4. ^ a b c "Hyoscine butylbromide SXP". www.ebs.tga.gov.au. 3 July 2017. Archived from the original on 16 March 2018. Retrieved 15 March 2018.
  5. ^ a b Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 270. ISBN 9781284057560.
  6. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 22 January 2021. Retrieved 30 August 2020.
  7. ^ Juo, Pei-Show (2001). Concise Dictionary of Biomedicine and Molecular Biology (2nd ed.). Hoboken: CRC Press. p. 570. ISBN 9781420041309. Archived from the original on 2015-12-08.
  8. ^ a b c d "Buscopan Tablets and Ampoules". Therapeutic Goods Administration, Australia. 8 November 2010. Archived from the original on 30 March 2017. Retrieved 22 October 2013. {{cite journal}}: Cite journal requires |journal= (help)
  9. ^ Paice, Judith (2015). Care of the Imminently Dying. Oxford University Press. p. 43. ISBN 9780190244309. Archived from the original on 2015-12-08.
  10. ^ Handbook of Palliative Care (3rd ed.). New York: Wiley. 2012. p. 570. ISBN 9781118426814. Archived from the original on 2015-12-08.
  11. ^ "Hyoscine" (PDF). www.kemh.health.wa.gov.au. Archived (PDF) from the original on 25 March 2019. Retrieved 11 September 2019.
  12. ^ "Hyoscine butylbromide (Buscopan) injection: risk of serious adverse effects in patients with underlying cardiac disease". www.gov.uk. 20 February 2017. Archived from the original on 24 September 2017. Retrieved 15 March 2018. hyoscine butylbromide injection should be used with caution in patients with cardiac disease
  13. ^ Hanks, Geoffrey (2011). Oxford textbook of palliative medicine (4th ed.). Oxford [etc.]: Oxford University Press. p. 805. ISBN 9780199693146. Archived from the original on 2015-12-08.
  14. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 446. ISBN 9783527607495. Archived from the original on 2019-03-01. Retrieved 2019-02-28.
  15. ^ 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.
  16. ^ Prommer EE, Thompson L, Casciato DA (2012). "Supportive Care". In Casciato DA, Territo MC (eds.). Manual of Clinical Oncology (7th ed.). Philadelphia: Wolters Kluwer/Lippincott Williams & Wilkins Health. p. 146. ISBN 9781451115604. Archived from the original on 2015-12-08.
  17. ^ Satoskar RS, Rege SD, Bhandarkar NN (1973). Pharmacology and Pharmacotherapeutics. Popular Prakashan. p. 296. ISBN 9788179915271. Archived from the original on 2018-06-17. Retrieved 2018-06-16.
  18. ^ "Hyoscine Butylbromide". International Drug Price Indicator Guide. Archived from the original on 10 May 2017. Retrieved 4 December 2015.
  19. ^ Twycross, Robert (2003). Introducing palliative care (4th ed.). Oxford: Radcliffe Medical Press. p. 172. ISBN 9781857759150. Archived from the original on 2015-12-08.
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