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ethinamate
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ethinamate

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Also known as Valmid®, 1-ethynylcyclohexanol carbamate, Valmid, 1-Ethynylcyclohexanol carbamate, Ethinamatum, Etinamato, Aethinyl-cyclohexyl-carbamat

Ethinamate, marketed as Valmid in the United States and Valamin in Australia, is a central nervous system depressant of the carbamate drug class. It was formerly prescribed as a hypnotic for the short-term treatment of insomnia. The drug has a rapid onset of action, a short elimination half-life of around 2.5 hours, and a correspondingly brief duration of effect. Prolonged use leads to drug tolerance, drug dependence, and diminished efficacy after seven days of continuous use.

Key facts

Drug.legal_BR
B1
Drug.verifiedrevid
443740995
Drug.IUPAC_name
(1-ethynylcyclohexyl)carbamate
Drug.image
Ethinamate structure.svg
Drug.image_class
skin-invert-image
Drug.tradename
Valmid, Valamin
Drug.pregnancy_category
C
Drug.legal_CA
Schedule IV
Drug.legal_US
Schedule IV
Drug.legal_DE
Anlage II
Drug.legal_UK
Class C
Drug.legal_status
Rx-only
Drug.routes_of_administration
Oral
Drug.elimination_half life
2.5 hours
Drug.IUPHAR_ligand
7325
Drug.CAS_number
126-52-3
Drug.ATC_prefix
none
Drug.PubChem
3284

via Wikipedia infobox

Wikidata facts

Mass
167.095
Show 5 more facts
chemical formula
C₉H₁₃NO₂
World Health Organisation international non-proprietary name
ethinamate
canonical SMILES
C#CC1(CCCCC1)OC(=O)N
MCN code
2924.24.00
Commons category
Ethinamate
Sources (2)

via Wikidata · CC0

~4 min read

Article

5 sections
Contents
  • Availability
  • Toxicity and overdose
  • Adverse effects and safety in pregnancy
  • Chemistry and synthesis
  • References

Ethinamate, marketed as Valmid in the United States and Valamin in Australia, is a central nervous system depressant of the carbamate drug class. It was formerly prescribed as a hypnotic for the short-term treatment of insomnia. The drug has a rapid onset of action, a short elimination half-life of around 2.5 hours, and a correspondingly brief duration of effect. Prolonged use leads to drug tolerance, drug dependence, and diminished efficacy after seven days of continuous use.

== Availability == Ethinamate was introduced by German drug company Schering AG in 1957, marketed as as a sleeping pill with "barbiturate-like" effects and reduced risk of fatality in drug overdose compared to barbiturate overdose. Ethinamate was commonly prescribed in Germany, the United States, Australia, Canada, the Netherlands, and much of Europe. Ethinamate is not known to be available in any country. Despite being available in the U.S. until 1982, ethinamate largely fell out of favor by the 1960s, as contemporary novel tranquilizers with less tolerance and longer duration of action were viewed as more effective – including methaqualone, ethchlorvynol, glutethimide, methyprylon, meprobamate, and the benzodiazepines chlordiazepoxide and diazepam In the United States, ethinamate is now primarily remembered in connection with the toxicology reports on the death of Elvis Presley: it was listed among multiple sedatives detected in his system, and some forensic experts, including Cyril Wecht, later emphasized that polypharmacy was an important factor in the case.

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