Structure via PubChem · Public domain (PubChem)
etomidate
Sign in to saveAlso known as Amidate®, D-etomidate, R 16659, (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid ethyl ester, (+)-ethyl 1-(alpha-methylbenzyl)imidazole-5-carboxylate, R-(+)-ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate, (R)-(+)-1-(alpha-methylbenzyl)imidazole-5-carboxylic acid ethyl ester, (+)-etomidate
Etomidate, sold under the brand name Amidate, is a short-acting intravenous anaesthetic agent used for the induction of general anaesthesia and sedation for short procedures such as reduction of dislocated joints, tracheal intubation, cardioversion and electroconvulsive therapy. It was developed at Janssen Pharmaceutica in 1964 and was introduced as an intravenous agent in 1972 in Europe and in 1983 in the United States.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 457797420
- Drug.image
- File:Etomidate.svg
- Drug.image_class
- skin-invert-image
- Drug.caption
- Above: molecular structure of (R)-etomidate Below: 3D representation of an etomidate molecule
- Drug.image2
- Etomidate 3D Ball-and-Stick.png
- Drug.image_class2
- bg-transparent
- Drug.width
- 150
- Drug.tradename
- Amidate, Hypnomidate, Tomvi
- Drug.DailyMedID
- Etomidate
- Drug.routes_of_administration
- Intravenous
- Drug.ATC_prefix
- N01
- Drug.ATC_suffix
- AX07
- Drug.legal_AU
- S4
- Drug.legal_BR
- C1
- Drug.legal_CA
- Rx-only
- Drug.legal_US
- Rx-only
- Drug.legal_UK
- POM
via Wikipedia infobox
Chemical data
- Formula
- C14H16N2O2
- Molecular weight
- 244.29 g/mol
- IUPAC name
- ethyl 3-[(1R)-1-phenylethyl]imidazole-4-carboxylate
- SMILES
- CCOC(=O)C1=CN=CN1[C@H](C)C2=CC=CC=C2
- InChIKey
- NPUKDXXFDDZOKR-LLVKDONJSA-N
- XLogP
- 3
- Polar surface area
- 44.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
3,465 papers- Evaluation of Etomidate Use and Association with Mortality Compared with Ketamine among Critically Ill Patients.American journal of respiratory and critical care medicine · 2024
- Etomidate.Lancet (London, England) · 1983
- Novel etomidate derivatives.Current pharmaceutical design · 2012
- [Etomidate--propofol].Klinische Anasthesiologie und Intensivtherapie · 1993
- Etomidate as an Induction Agent in Sepsis.Critical care nursing clinics of North America · 2018
via PubMed
Wikidata facts
- Mass
- 244.121178
Show 5 more facts
- Commons category
- Etomidate
- chemical formula
- C₁₄H₁₆N₂O₂
- World Health Organisation international non-proprietary name
- etomidate
- isomeric SMILES
- CCOC(=O)C1=CN=CN1[C@H](C)C2=CC=CC=C2
- canonical SMILES
- CCOC(=O)C1=CN=CN1C(C)C2=CC=CC=C2
via Wikidata · CC0
~11 min read
Article
19 sectionsContents
- Medical uses
- Sedation and anesthesia
- Speech and memory test
- Steroidogenesis inhibitor
- Use in executions
- Adverse effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Metabolism
- Formulation
- Society and culture
- Recreational use
- Legal status
- Hong Kong
- Singapore
- References
- Further reading
- External links
Etomidate, sold under the brand name Amidate, is a short-acting intravenous anaesthetic agent used for the induction of general anaesthesia and sedation for short procedures such as reduction of dislocated joints, tracheal intubation, cardioversion and electroconvulsive therapy. It was developed at Janssen Pharmaceutica in 1964 and was introduced as an intravenous agent in 1972 in Europe and in 1983 in the United States.
The most common side effects include venous pain on injection and skeletal muscle movements.