ETHINAMATE
- CAS No.
- 126-52-3
- Chemical Name:
- ETHINAMATE
- Synonyms
- Valmid;Valamin;Volamin;Valamina;Ethinamat;Etinamate;usafel-42;Valmidate;ETHINAMATE;Ethinimate
- CBNumber:
- CB5113169
- Molecular Formula:
- C9H13NO2
- Molecular Weight:
- 167.21
- MDL Number:
- MFCD00063343
- MOL File:
- 126-52-3.mol
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) |
EWG's Food Scores | 1 |
FDA UNII | IAN371PP48 |
EPA Substance Registry System | Cyclohexanol, 1-ethynyl-, carbamate (126-52-3) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302 |
Precautionary statements | P264-P270-P301+P312-P330-P501 |
Hazard Codes | T,Xn |
Risk Statements | 23/24/25-22 |
Safety Statements | 22-36/37/39-45 |
RTECS | GV9275000 |
ETHINAMATE Chemical Properties,Uses,Production
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.