Ethinamate

Title: Ethinamate
CAS Registry Number: 126-52-3
CAS Name: 1-Ethynylcyclohexanol carbamate
Additional Names: carbamic acid 1-ethynylcyclohexyl ester; ethynylcyclohexyl carbamate
Trademarks: Valamin (Schering AG); Valmid (Lilly); Valmidate
Molecular Formula: C9H13NO2
Molecular Weight: 167.21
Percent Composition: C 64.65%, H 7.84%, N 8.38%, O 19.14%
Literature References: Prepn: Junkmann, Pfeiffer, US 2816910 (1957 to Schering, AG).
Properties: Needles from cyclohexane, mp 96-98°. bp3 118-122°. Shows no optical activity. nD21.5 1.4441 (20% in propylene glycol). Soly at 25° in water 0.25%, ethanol 35.0%, hexane 2.0%, sesame oil 0.7%, 1,2-propylene glycol 22%. Stable in N H2SO4 at 30°, but dec at 40° and in 0.02N acid at 60°. In 0.01N NaOH, CO2 is split off at 30°. Lowers the surface tension in satd aq soln at 22° by 21%. Partition coefficient (oil/water): 1.48.
Melting point: mp 96-98°
Boiling point: bp3 118-122°
Index of refraction: nD21.5 1.4441 (20% in propylene glycol)
Log P: Partition coefficient (oil/water): 1.48
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14. Note: The trademark Valamin was used formerly to indicate a brand of tert-amyl isovalerate.
Therap-Cat: Sedative; hypnotic.
Keywords: Sedative/Hypnotic; Carbamates.
Ethinyl Estradiol Ethiodized Oil Ethion Ethionamide Ethionine

Ethinamate
Ethinamate.svg
Systematic (IUPAC) name
(1-ethynylcyclohexyl)carbamate
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Legal status Prescription only
Routes Oral
Identifiers
CAS number 126-52-3
ATC code None
PubChem CID 3284
DrugBank DB01031
ChemSpider 3169 YesY
UNII IAN371PP48 YesY
KEGG D00703 YesY
ChEBI CHEBI:4884 YesY
ChEMBL CHEMBL1576 YesY
Chemical data
Formula C9H13NO2 
Mol. mass 167.205 g/mol
 YesY (what is this?)  (verify)

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.

Ethinamate has been replaced by other medicines (particularly benzodiazepines), and it is not available in the Netherlands, the United States or Canada.