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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
Last updated:2023-05-15 10:43:21

ETHINAMATE 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)
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)  GHS hazard pictograms
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.

78-27-3
126-52-3
Synthesis of ETHINAMATE from 1-Ethynyl-1-cyclohexanol

ETHINAMATE Preparation Products And Raw materials

Raw materials

Preparation Products

1-ETHYNYLCYCLOHEXANOL CARBAMATE ETHINAMATE 1-Ethinylcyclohexyl carbamate 1-ethinylcyclohexylcarbamate 1-ethinylcyclohexylcarbonate 1-ethynyl-cyclohexanocarbamate 1-Ethynylcyclohexyl carbamate 1-ethynylcyclohexylcarbamate Aethinyl-cyclohexyl-carbamat Carbamate de L'ethinylcyclohexanol ethinamate--dea schedule iv item carbamatedel’ethinylcyclohexanol Carbamic acid, 1-ethynylcyclohexyl ester carbamicacid,1-ethynylcyclohexylester carbamicacid1-ethynylcyclohexylester Cyclohexanol, 1-ethynyl-, carbamate Ethinamat Ethinimate ethynylcyclohexylcarbamate Etinamate USAF el-42 usafel-42 Valamin Valamina valaminetta Valaminettae Valaminetten Valmid Valmidate Volamin GXRZIMHKGDIBEW-UHFFFAOYSA-N Cyclohexanol, 1-ethynyl-, 1-carbamate ETHINAMATE USP/EP/BP 126-52-3 EQ - EZ Analytical Standards Alphabetic Analytical Chromatography Product Catalog