Ethinamate AHFS /Drugs.com Micromedex Detailed Consumer Information Routes of Oral ATC code Legal status
CA Schedule IV DE Anlage II (Authorized trade only, not prescriptible) In general: ℞ (Prescription only)
show (1-ethynylcyclohexyl)carbamate
CAS Number PubChem CID IUPHAR/BPS DrugBank ChemSpider UNII KEGG ChEBI ChEMBL CompTox Dashboard (EPA ) ECHA InfoCard 100.004.355 Formula C 9 H 13 N O 2 Molar mass −1 3D model (JSmol ) show InChI=1S/C9H13NO2/c1-2-9(12-8(10)11)6-4-3-5-7-9/h1H,3-7H2,(H2,10,11)
Y Key:GXRZIMHKGDIBEW-UHFFFAOYSA-N
Y
Ethinamate (Valamin , Valmid ) is a short-acting carbamate -derivative sedative-hypnotic medication used to treat insomnia . Regular use leads to drug tolerance , and it is usually not effective for more than 7 days. Prolonged use can lead to dependency .[citation needed
Ethinamate has been replaced by other medicines (particularly benzodiazepines ), and it is not available in the Netherlands , the United States or Canada .[citation needed
It is a schedule IV substance.[1]
Synthesis [ ] Ethinamate (1-ethynylcyclohexanone carbamate) is synthesized by combining acetylene with cyclohexanone to make 1-ethynylcyclohexanol , and then transforming this into a carbamate by the subsequent reaction with phosgene , and later with ammonia . Some lithium metal or similar is used to make the acetylene react with the cyclohexanone in the first step.[2] [3]
References [ ]
^ Lowry WT, Garriot JC (1979). "Ethinamate" . Forensic Toxicology: Controlled Substances and Dangerous Drugs . Boston, MA: Springer US. p. 215. ISBN 978-1-4684-3444-6 ^ US 2816910 , Pfeiffer H, Junkman K, "Esters of carbamic acid and a method of making same", issued 17 December 1957, assigned to Schering AG ^ DE 1021843 , Emde H, Grimme W, "Verfahren zur Herstellung des Allophanats des 1-AEthinylcyclohexanols-(1)", issued 2 January 1958, assigned to Rheinpreussen AG
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