From Wikipedia, the free encyclopedia
Mr. Ibrahem/Ergometrine
Clinical data
Other namesErgonovine, d-lysergic acid beta-propanolamide
AHFS/ Drugs.com Monograph
Pregnancy
category
  • X
Routes of
administration
By mouth
Legal status
Legal status
Pharmacokinetic data
Metabolism Liver (partly CYP3A4)
Elimination half-life2-phase (10 min; 2 hrs)
Excretion Biliary
Identifiers
  • (6aR,9R)-N-((S)-1-Hydroxypropan- 2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
Chemical and physical data
FormulaC19H23N3O2
Molar mass325.412 g·mol−1
3D model ( JSmol)
  • [H][C@@]12Cc3c[nH]c4cccc(C1=C[C@@H](C(=O)N[C@@H](C)CO)CN2C)c34
  • InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1 checkY
  • Key:WVVSZNPYNCNODU-XTQGRXLLSA-N checkY
   (verify)

Ergometrine, also known as ergonovine, is a medication used to cause contractions of the uterus to treat heavy vaginal bleeding after childbirth. [2] It can be used either by mouth, by injection into a muscle, or injection into a vein. [2] It begins working within 15 minutes when taken by mouth and is faster in onset when used by injection. [2] Effects last between 45 and 180 minutes. [2]

Common side effect include high blood pressure, vomiting, seizures, headache, and low blood pressure. [2] Other serious side effects include ergotism. [2] It was originally made from the rye ergot fungus but can also be made from lysergic acid. [3] [4] Ergometrine is regulated because it can be used to make lysergic acid diethylamide (LSD). [5]

Ergometrine was discovered in 1932. [3] It is on the World Health Organization's List of Essential Medicines. [6] The wholesale cost in the developing world is between US$0.12 and US$0.41 for an injectable dose and US$0.01 for a pill as of 2014. [7] [8] In the United States it is about US$1.75 per dose. [2]

References

  1. ^ Cite error: The named reference who was invoked but never defined (see the help page).
  2. ^ a b c d e f g "Ergonovine Maleate". The American Society of Health-System Pharmacists. Archived from the original on 2015-12-25. Retrieved 1 December 2015.
  3. ^ a b Ravina, Enrique (2011). The evolution of drug discovery : from traditional medicines to modern drugs (1. Aufl. ed.). Weinheim: Wiley-VCH. p. 245. ISBN  9783527326693. Archived from the original on 2015-12-26.
  4. ^ Sneader, Walter (2005). Drug discovery : a history (Rev. and updated ed.). Chichester: Wiley. p. 349. ISBN  9780471899792. Archived from the original on 2015-12-26.
  5. ^ King, L.A. (2009). Forensic chemistry of substance misuse : a guide to drug control. Cambridge, UK: Royal Society of Chemistry. p. 190. ISBN  9780854041787. Archived from the original on 2015-12-26.
  6. ^ 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.
  7. ^ "Ergometrine Maleate". International Drug Price Indicator Guide. Archived from the original on 22 January 2018. Retrieved 25 December 2015.
  8. ^ "Ergometrine Maleate". International Drug Price Indicator Guide. Archived from the original on 22 January 2018. Retrieved 25 December 2015.
From Wikipedia, the free encyclopedia
Mr. Ibrahem/Ergometrine
Clinical data
Other namesErgonovine, d-lysergic acid beta-propanolamide
AHFS/ Drugs.com Monograph
Pregnancy
category
  • X
Routes of
administration
By mouth
Legal status
Legal status
Pharmacokinetic data
Metabolism Liver (partly CYP3A4)
Elimination half-life2-phase (10 min; 2 hrs)
Excretion Biliary
Identifiers
  • (6aR,9R)-N-((S)-1-Hydroxypropan- 2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
Chemical and physical data
FormulaC19H23N3O2
Molar mass325.412 g·mol−1
3D model ( JSmol)
  • [H][C@@]12Cc3c[nH]c4cccc(C1=C[C@@H](C(=O)N[C@@H](C)CO)CN2C)c34
  • InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1 checkY
  • Key:WVVSZNPYNCNODU-XTQGRXLLSA-N checkY
   (verify)

Ergometrine, also known as ergonovine, is a medication used to cause contractions of the uterus to treat heavy vaginal bleeding after childbirth. [2] It can be used either by mouth, by injection into a muscle, or injection into a vein. [2] It begins working within 15 minutes when taken by mouth and is faster in onset when used by injection. [2] Effects last between 45 and 180 minutes. [2]

Common side effect include high blood pressure, vomiting, seizures, headache, and low blood pressure. [2] Other serious side effects include ergotism. [2] It was originally made from the rye ergot fungus but can also be made from lysergic acid. [3] [4] Ergometrine is regulated because it can be used to make lysergic acid diethylamide (LSD). [5]

Ergometrine was discovered in 1932. [3] It is on the World Health Organization's List of Essential Medicines. [6] The wholesale cost in the developing world is between US$0.12 and US$0.41 for an injectable dose and US$0.01 for a pill as of 2014. [7] [8] In the United States it is about US$1.75 per dose. [2]

References

  1. ^ Cite error: The named reference who was invoked but never defined (see the help page).
  2. ^ a b c d e f g "Ergonovine Maleate". The American Society of Health-System Pharmacists. Archived from the original on 2015-12-25. Retrieved 1 December 2015.
  3. ^ a b Ravina, Enrique (2011). The evolution of drug discovery : from traditional medicines to modern drugs (1. Aufl. ed.). Weinheim: Wiley-VCH. p. 245. ISBN  9783527326693. Archived from the original on 2015-12-26.
  4. ^ Sneader, Walter (2005). Drug discovery : a history (Rev. and updated ed.). Chichester: Wiley. p. 349. ISBN  9780471899792. Archived from the original on 2015-12-26.
  5. ^ King, L.A. (2009). Forensic chemistry of substance misuse : a guide to drug control. Cambridge, UK: Royal Society of Chemistry. p. 190. ISBN  9780854041787. Archived from the original on 2015-12-26.
  6. ^ 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.
  7. ^ "Ergometrine Maleate". International Drug Price Indicator Guide. Archived from the original on 22 January 2018. Retrieved 25 December 2015.
  8. ^ "Ergometrine Maleate". International Drug Price Indicator Guide. Archived from the original on 22 January 2018. Retrieved 25 December 2015.

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