ETHINAMATE
ETHINAMATE Basic information
- Product Name:
- ETHINAMATE
- Synonyms:
-
- 1-ETHYNYLCYCLOHEXANOL CARBAMATE
- ETHINAMATE
- 1-Ethinylcyclohexyl carbamate
- 1-ethinylcyclohexylcarbamate
- 1-ethinylcyclohexylcarbonate
- 1-ethynyl-cyclohexanocarbamate
- 1-Ethynylcyclohexyl carbamate
- 1-ethynylcyclohexylcarbamate
- CAS:
- 126-52-3
- MF:
- C9H13NO2
- MW:
- 167.21
- EINECS:
- 204-789-4
- Mol File:
- 126-52-3.mol
ETHINAMATE Chemical Properties
- Melting point:
- 96-98°
- Boiling point:
- bp3 118-122°
- Density
- 1.1222 (rough estimate)
- refractive index
- nD21.5 1.4441 (20% in propylene glycol)
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 13.40±0.50(Predicted)
- EPA Substance Registry System
- Cyclohexanol, 1-ethynyl-, carbamate (126-52-3)
Safety Information
- Hazard Codes
- T,Xn
- Risk Statements
- 23/24/25-22
- Safety Statements
- 22-36/37/39-45
- RTECS
- GV9275000
- Hazardous Substances Data
- 126-52-3(Hazardous Substances Data)
MSDS
- Language:English Provider:SigmaAldrich
ETHINAMATE Usage And Synthesis
Originator
Valmid,Dista,US,1955
Uses
Ethinamate (E890730) is a an active central nervous system depressant used in the treatment of insomnia.
Definition
ChEBI: A carbamate ester that is the 1-vinylcyclohexyl ester of carbamic acid. A short-acting sedative-hypnotic, it was formerly used to treat insomnia.
Manufacturing Process
A solution of 34 cc (0.5 mol) of liquid phosgene in 150 cc of absolute ether is reacted while cooling with a mixture of sodium chloride and ice, first with 62 grams (0.5 mol) of 1-ethinyl cyclohexanol-1 and then with 64 cc (0.5 mol) of quinoline. The precipitated quinoline chlorohydrate is filtered off and the filtrate is reacted with ammonia in ether. In this manner 45 grams of the carbamic acid ester of 1-ethinyl cyclohexanol are obtained. Yield: 53% of the theoretical yield. The ester boils at 108° to 110°C/3 mm and on recrystallization from cyclohexane, yields colorless needles melting at 94° to 96°C.
Therapeutic Function
Sedative
Safety Profile
A deadly human poison. Experimental poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. An experimental teratogen. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.