From Wikipedia, the free encyclopedia
Mr. Ibrahem/Enalapril
Clinical data
Trade namesVasotec, Renitec, Enacard, others
AHFS/ Drugs.com Monograph
MedlinePlus a686022
License data
Pregnancy
category
  • AU: D [1]
  • Use during pregnancy is considered contraindicated. (AU, UK) [1]

It is only recommended for use during pregnancy when there are no alternatives and the benefit outweighs the risk. (US) [1]

Routes of
administration
By mouth
Drug class ACE inhibitor
Legal status
Legal status
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability60% (by mouth)
Metabolismliver (to enalaprilat)
Elimination half-life11 hours (enalaprilat)
Excretionkidney [2]
Identifiers
  • (2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid
Chemical and physical data
FormulaC20H28N2O5
Molar mass376.453 g·mol−1
3D model ( JSmol)
Melting point143 to 144.5 °C (289.4 to 292.1 °F)
  • O=C(O)[C@H]2N(C(=O)[C@@H](N[C@H](C(=O)OCC)CCc1ccccc1)C)CCC2
  • InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1 checkY
  • Key:GBXSMTUPTTWBMN-XIRDDKMYSA-N checkY
   (verify)

Enalapril, sold under the brand name Vasotec among others, is a medication used to treat high blood pressure, diabetic kidney disease, and heart failure. [5] For heart failure, it is generally used with a diuretic, such as furosemide. [6] It is given by mouth or by injection into a vein. [5] Onset of effects are typically within an hour when taken by mouth and last for up to a day. [5]

Common side effects include headache, tiredness, feeling lightheaded with standing, and cough. [5] Serious side effects include angioedema and low blood pressure. [5] Use during pregnancy is believed to result in harm to the baby. [5] It is an angiotensin-converting enzyme (ACE) inhibitor and works by inhibiting the renin–angiotensin system. [2]

Enalapril was patented in 1978, and came into medical use in 1984. [7] It is on the World Health Organization's List of Essential Medicines. [8] The wholesale cost in the developing world is about US$0.08 to US$0.80 per month. [9] In the United States, it costs about US$25 to US$50 per month. [10] In 2017, it was the 122nd most commonly prescribed medication in the United States, with more than six million prescriptions. [11] [12]

References

  1. ^ a b c d "Enalapril Use During Pregnancy". Drugs.com. 28 February 2020. Archived from the original on 25 January 2021. Retrieved 13 March 2020.
  2. ^ a b Benowitz, Neal L. (2020). "11. Antihypertensive agents". In Katzung, Bertram G.; Trevor, Anthony J. (eds.). Basic and Clinical Pharmacology (15th ed.). New York: McGraw-Hill. pp. 183–185. ISBN  978-1-260-45231-0. Archived from the original on 2021-10-10. Retrieved 2021-12-05.
  3. ^ Cite error: The named reference MSF2020 was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference who was invoked but never defined (see the help page).
  5. ^ a b c d e f "Enalaprilat/Enalapril Maleate". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  6. ^ World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 286. hdl: 10665/44053. ISBN  9789241547659.
  7. ^ Fischer, Janos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 467. ISBN  9783527607495. Archived from the original on 2016-12-20.
  8. ^ 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.
  9. ^ "Enalapril". International Drug Price Indicator Guide. Archived from the original on 30 March 2019. Retrieved 8 December 2016.
  10. ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 120. ISBN  9781284057560.
  11. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
  12. ^ "Enalapril Maleate - Drug Usage Statistics". ClinCalc. Archived from the original on 8 July 2020. Retrieved 11 April 2020.
From Wikipedia, the free encyclopedia
Mr. Ibrahem/Enalapril
Clinical data
Trade namesVasotec, Renitec, Enacard, others
AHFS/ Drugs.com Monograph
MedlinePlus a686022
License data
Pregnancy
category
  • AU: D [1]
  • Use during pregnancy is considered contraindicated. (AU, UK) [1]

It is only recommended for use during pregnancy when there are no alternatives and the benefit outweighs the risk. (US) [1]

Routes of
administration
By mouth
Drug class ACE inhibitor
Legal status
Legal status
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability60% (by mouth)
Metabolismliver (to enalaprilat)
Elimination half-life11 hours (enalaprilat)
Excretionkidney [2]
Identifiers
  • (2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid
Chemical and physical data
FormulaC20H28N2O5
Molar mass376.453 g·mol−1
3D model ( JSmol)
Melting point143 to 144.5 °C (289.4 to 292.1 °F)
  • O=C(O)[C@H]2N(C(=O)[C@@H](N[C@H](C(=O)OCC)CCc1ccccc1)C)CCC2
  • InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1 checkY
  • Key:GBXSMTUPTTWBMN-XIRDDKMYSA-N checkY
   (verify)

Enalapril, sold under the brand name Vasotec among others, is a medication used to treat high blood pressure, diabetic kidney disease, and heart failure. [5] For heart failure, it is generally used with a diuretic, such as furosemide. [6] It is given by mouth or by injection into a vein. [5] Onset of effects are typically within an hour when taken by mouth and last for up to a day. [5]

Common side effects include headache, tiredness, feeling lightheaded with standing, and cough. [5] Serious side effects include angioedema and low blood pressure. [5] Use during pregnancy is believed to result in harm to the baby. [5] It is an angiotensin-converting enzyme (ACE) inhibitor and works by inhibiting the renin–angiotensin system. [2]

Enalapril was patented in 1978, and came into medical use in 1984. [7] It is on the World Health Organization's List of Essential Medicines. [8] The wholesale cost in the developing world is about US$0.08 to US$0.80 per month. [9] In the United States, it costs about US$25 to US$50 per month. [10] In 2017, it was the 122nd most commonly prescribed medication in the United States, with more than six million prescriptions. [11] [12]

References

  1. ^ a b c d "Enalapril Use During Pregnancy". Drugs.com. 28 February 2020. Archived from the original on 25 January 2021. Retrieved 13 March 2020.
  2. ^ a b Benowitz, Neal L. (2020). "11. Antihypertensive agents". In Katzung, Bertram G.; Trevor, Anthony J. (eds.). Basic and Clinical Pharmacology (15th ed.). New York: McGraw-Hill. pp. 183–185. ISBN  978-1-260-45231-0. Archived from the original on 2021-10-10. Retrieved 2021-12-05.
  3. ^ Cite error: The named reference MSF2020 was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference who was invoked but never defined (see the help page).
  5. ^ a b c d e f "Enalaprilat/Enalapril Maleate". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  6. ^ World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 286. hdl: 10665/44053. ISBN  9789241547659.
  7. ^ Fischer, Janos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 467. ISBN  9783527607495. Archived from the original on 2016-12-20.
  8. ^ 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.
  9. ^ "Enalapril". International Drug Price Indicator Guide. Archived from the original on 30 March 2019. Retrieved 8 December 2016.
  10. ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 120. ISBN  9781284057560.
  11. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
  12. ^ "Enalapril Maleate - Drug Usage Statistics". ClinCalc. Archived from the original on 8 July 2020. Retrieved 11 April 2020.

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