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Ethinamate
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AHFS/Drugs.com | Micromedex Detailed Consumer Information |
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ECHA InfoCard | 100.004.355 |
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Formula | C9H13NO2 |
Molar mass | 167.208 g·mol−1 |
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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Ethinamate has been replaced by other medicines (particularly benzodiazepines), and it is not available in the Netherlands, the United States or Canada.
It is a schedule IV substance in the United States.
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.
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