Desflurane

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Desflurane
(RS)-Desfluran Structural Formula V1.svg
Desflurane-3D-balls.png
Clinical data
Pronunciationdes-FLOO-rane
Trade names Suprane
AHFS/Drugs.com Micromedex Detailed Consumer Information
License data
Pregnancy
category
  • AU:B3
Routes of
administration
Inhalation
ATC code
Legal status
Legal status
Pharmacokinetic data
Metabolism Not metabolized
Elimination half-life Elimination dependent on minute ventilation
Identifiers
  • 2-(difluoromethoxy)-1,1,1,2-tetrafluoroethane
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.214.382 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C3H2F6O
Molar mass 168.038 g·mol−1
3D model (JSmol)
  • FC(F)(F)C(F)OC(F)F
  • InChI=1S/C3H2F6O/c4-1(3(7,8)9)10-2(5)6/h1-2H Yes check.svgY
  • Key:DPYMFVXJLLWWEU-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Desflurane (1,2,2,2-tetrafluoroethyl difluoromethyl ether) is a highly fluorinated methyl ethyl ether used for induction and maintenance of general anesthesia. [2] Desflurane was developed in the 1980's and approved by the FDA in 1992 as a faster acting and clearing inhalant anesthetic compared to previously used inhalant anesthetics. [3] Like halothane, enflurane, and isoflurane, it is a racemic mixture of (R) and (S) optical isomers (enantiomers). Together with sevoflurane, it is gradually replacing isoflurane for human use, except in economically undeveloped areas, where its high cost precludes its use. It has the most rapid onset and offset of the volatile anesthetic drugs used for general anesthesia due to its low solubility in blood.

Contents

Some drawbacks of desflurane are its low potency, its pungency and its high cost (though at low flow fresh gas rates, the cost difference between desflurane and isoflurane appears to be insignificant [4] ). It may cause tachycardia and airway irritability when administered at concentrations greater than 10% by volume. Due to this airway irritability, desflurane is infrequently used to induce anesthesia via inhalation techniques.

Though it vaporizes very readily, it is a liquid at room temperature. Anaesthetic machines are fitted with a specialized anaesthetic vaporiser unit that heats liquid desflurane at a constant temperature and pressure. [5] This enables the agent to be available at a constant vapor pressure, negating the effects fluctuating ambient temperatures would otherwise have on its concentration imparted into the fresh gas flow of the anesthesia machine.

Desflurane, along with enflurane and to a lesser extent isoflurane, has been shown to react with the carbon dioxide absorbent in anesthesia circuits to produce detectable levels of carbon monoxide through degradation of the anesthetic agent. The CO2 absorbent Baralyme, when dried, is most culpable for the production of carbon monoxide from desflurane degradation, although it is also seen with soda lime absorbent as well. Dry conditions in the carbon dioxide absorbent are conducive to this phenomenon, such as those resulting from high fresh gas flows. [6]

Medical uses

Desflurane is a volatile inhalational anesthetic primarily used for the maintenance of general anesthesia in adults and for maintenance in pediatric patients after induction with other agents. It is favored for its very rapid onset and offset of action, enabling swift induction and particularly fast recovery, which is advantageous for outpatient and day-case surgeries, and in populations where rapid emergence is critical, such as the elderly and obese patients. Desflurane is generally not recommended for inhalation induction, especially in children, due to its pungency and risk of airway irritation. [2] Additionally, its use has been explored in scenarios like cardiac surgery for potential myocardial protection, but primary indications remain tied to its reliable profile for maintaining anesthesia with rapid, predictable recovery. [7]

Contraindications

It is contraindicated for induction of general anesthesia in the non-intubated pediatric population due to the high risk of laryngospasm. It should not be used in patients with known or suspected susceptibility to malignant hyperthermia. It is also contraindicated in patients with elevated intracranial pressure. [5]

Pharmacology

As of 2005 the exact mechanism of the action of general anaesthetics has not been delineated. [8] Inhalant anesthetics work on the central and peripheral nervous systems by blocking excitatory ion channels and enhancing the activity of inhibitory ion channels. [2] Desflurane is known to act as a positive allosteric modulator of the GABAA and glycine receptors, [9] [10] [11] and as a negative allosteric modulator of the nicotinic acetylcholine receptor, [12] [13] as well as affecting other ligand-gated ion channels. [14] [15]

Desflurane induces a dose dependent reduction in blood pressure due to reduced systemic vascular resistance. However, rapid increases in desflurane may induce a transient sympathetic response secondary to catecholamine release. Even though it is highly pungent, it is still a bronchodilator. It reduces the ventilatory response to hypoxia and hypercapnia. Like sevoflurane, desflurane vasodilatory properties also cause it to increase intracranial pressure and cerebral blood flow. However, it reduces cerebral metabolic rate. It also promotes muscle relaxation and potentiate neuromuscular blockade at a greater level than sevoflurane. [5]

Chemistry

Stereochemistry

Desflurane medications are a racemate of two enantiomers. [16]

Enantiomeres of desflurane
(R)-Desfluran Structural Formula V1.svg
(R)-Enantiomer
(S)-Desfluran Structural Formula V1.svg
(S)-Enantiomer

Physical properties

Boiling point  :23.5 °C or 74.3 °F(at 1 atm)
Density  :1.465 g/cm3(at 20 °C)
Molecular Weight  :168
Vapor pressure:88.5 kPa672 mmHg(at 20 °C)
107 kPa804 mmHg(at 24 °C)
Blood:Gas partition coefficient:0.42
Oil:Gas partition coefficient :19
MAC  :6 vol %

Global-warming potential

Desflurane is a greenhouse gas. The twenty-year global-warming potential, GWP(20), for desflurane is about 3700, meaning that one tonne of desflurane emitted is equivalent to 3700 tonnes of carbon dioxide in the atmosphere, much higher than sevoflurane or isoflurane. [17] It has been estimated that halogenated anaesthetic agents used by health systems covering 80% of global population in 2023 emitted about 2 million tonnes CO2eq, just over half from desflurane. [18] England, Scotland and parts of Canada have banned its use (except in exceptional circumstances) due to its environmental impact. [19] [20]

However unlike nitrous oxide, which is also used as an anaesthetic and remains in the atmosphere for over a century, the atmospheric lifetime of desflurane at 14.1 years is similar to methane at 12.4 years. Some argue that GWP is not a suitable metric for such short lived climate pollutants, and that due to its negligible radiative forcing desflurane is not a significant part of greenhouse gas emissions from the healthcare sector. [21]

References

  1. Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  2. 1 2 3 Khan J, Patel P, Liu M (2025). "Desflurane". StatPearls. Treasure Island (FL): StatPearls Publishing. PMID   30725791 . Retrieved 6 October 2025.
  3. "Figure 2: Chemical structure of compound 382 (PubChem CID 65604)". doi.org. Retrieved 6 October 2025.
  4. Varkey JK (October 2012). Cost Analysis of Desflurane and Sevoflurane: An Integrative Review and Implementation Project Introducing the Volatile Anesthetic Cost Calculator (Doctor of Nursing Practice thesis). Texas Christian University.
  5. 1 2 3 Khan J, Liu M (2022). "Desflurane". StatPearls. Treasure Island (FL): StatPearls Publishing. PMID   30725791.
  6. Fang ZX, Eger EI, Laster MJ, Chortkoff BS, Kandel L, Ionescu P (June 1995). "Carbon monoxide production from degradation of desflurane, enflurane, isoflurane, halothane, and sevoflurane by soda lime and Baralyme". Anesthesia and Analgesia. 80 (6): 1187–1193. doi: 10.1097/00000539-199506000-00021 . PMID   7762850. S2CID   41150462.
  7. Qin H, Zhou J (September 2023). "Myocardial Protection by Desflurane: From Basic Mechanisms to Clinical Applications". Journal of Cardiovascular Pharmacology. 82 (3): 169–179. doi:10.1097/FJC.0000000000001448. PMID   37405905.
  8. Perkins B (7 February 2005). "How does anesthesia work?". Scientific American . Retrieved 30 June 2016.
  9. Hemmings HC, Hopkins PM (2006). Foundations of Anesthesia: Basic Sciences for Clinical Practice. Elsevier Health Sciences. pp. 290–291. ISBN   978-0-323-03707-5.
  10. Miller RD, Eriksson LI, Fleisher LA, Wiener-Kronish JP, Cohen NH, Young WL (20 October 2014). Miller's Anesthesia. Elsevier Health Sciences. pp. 624–. ISBN   978-0-323-28011-2.
  11. Nishikawa K, Harrison NL (September 2003). "The actions of sevoflurane and desflurane on the gamma-aminobutyric acid receptor type A: effects of TM2 mutations in the alpha and beta subunits". anesthesiology . 99 (3): 678–684. doi: 10.1097/00000542-200309000-00024 . PMID   12960553. S2CID   72907404.
  12. Reed AP, Yudkowitz FS (2 December 2013). Clinical Cases in Anesthesia. Elsevier Health Sciences. pp. 101–. ISBN   978-0-323-18654-4.
  13. Barash P, Cullen BF, Stoelting RK, Cahalan M, Stock MC, Ortega R (7 February 2013). Clinical Anesthesia (7th ed.). Lippincott Williams & Wilkins. pp. 470–. ISBN   978-1-4698-3027-8.
  14. Coté CJ, Lerman J, Todres ID (2013). A Practice of Anesthesia for Infants and Children: Expert Consult – Online and Print. Elsevier Health Sciences. pp. 499–. ISBN   978-1-4377-2792-0.
  15. Aglio LS, Lekowski RW, Urman RD, eds. (8 January 2015). Essential Clinical Anesthesia Review: Keywords, Questions and Answers for the Boards. Cambridge University Press. pp. 128–. ISBN   978-1-107-68130-9.
  16. Rote Liste Service GmbH (Hrsg.): Rote Liste 2017 - Arzneimittelverzeichnis für Deutschland (einschließlich EU-Zulassungen und bestimmter Medizinprodukte). Rote Liste Service GmbH, Frankfurt/Main, 2017, Aufl. 57, ISBN   978-3-946057-10-9, S. 175.
  17. "Environmental impact of desflurane" (PDF). NSW Ministry of Health. Government of New South Wales, Australia. February 2024.
  18. Talbot A, Holländer HC, Bentzer P (March 2025). "Greenhouse gas impact from medical emissions of halogenated anaesthetic agents: a sales-based estimate". The Lancet. Planetary Health. 9 (3): e227 –e235. doi: 10.1016/S2542-5196(25)00027-0 . PMID   40120629.
  19. Mundasad S (3 March 2023). "Scotland first to ban environmentally harmful anaesthetic". BBC News. Archived from the original on 3 March 2023. Retrieved 3 March 2023.
  20. "Start here: How NWT and NL are tackling the surprising environmental impact of anesthetics". Canadian Medical Association. Retrieved 27 September 2025.
  21. Slingo JM, Slingo ME (March 2024). "The science of climate change and the effect of anaesthetic gas emissions". Anaesthesia. 79 (3): 252–260. doi:10.1111/anae.16189. PMID   38205585.

Further reading