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ETHCHLORVYNOL CIV (0.7 ML)

CAS No.
113-18-8
Chemical Name:
ETHCHLORVYNOL CIV (0.7 ML)
Synonyms
a71;A 71;Nostel;Serenil;Alvinol;Arvynol;Normosan;Normoson;Nromoson;Placidil
CBNumber:
CB7500514
Molecular Formula:
C7H9ClO
Molecular Weight:
144.6
MDL Number:
MOL File:
113-18-8.mol
Last updated:2023-05-15 10:44:02

ETHCHLORVYNOL CIV (0.7 ML) Properties

Melting point 25°C
Boiling point bp760 173-174°; also reported as bp760 181°; bp0.1 28.5-30°
Density d425 1.065-1.070; also reported as d420 1.070
refractive index nD25 1.4675-1.4800
solubility Chloroform (Soluble), Methanol (Slightly)
form Oil
pka 12.06±0.29(Predicted)
color Colourless
EWG's Food Scores 1
FDA UNII 6EIM3851UZ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501
HS Code  2905510000
Toxicity LD50 in mice (mg/kg): 290 orally; 240 s.c. (P'an)

ETHCHLORVYNOL CIV (0.7 ML) Chemical Properties,Uses,Production

Chemical Properties

Clear Colorless Oil

Originator

Placidyl,Abbott,US,1965

Uses

Controlled substance (depressant). Sedative; hypnotic.

Definition

ChEBI: Propargyl alcohol in which the methylene hydrogens are substituted by ethyl and 2-chlorovinyl groups. A hypnotic and sedative, it is used for treatment of insomnia in some cases where an intolerance or allergy to more commonly used drugs exists.

Manufacturing Process

Acetylene was passed into a stirred solution of 3.05 grams (0.44 mol) of lithium in 300 ml of liquid ammonia until the blue color exhibited by the mixture had disappeared. Ethyl β-chlorovinyl ketone (47.4 grams; 0.40 mol) dissolved in 50 ml dry ether was then added to the resulting solution of lithium acetylide over a period of 20 minutes, during which the color deepened through yellow to reddish-brown. The mixture was stirred under reflux maintained with a Dry Ice condenser for 2 hours. Thereafter, dry ether (200 ml) was added and the ammonia was permitted to evaporate with stirring overnight.
The residue was poured into a slurry of ice and water containing 30 grams (0.50 mol) of acetic acid. After separating the ether layer, the aqueous layer was washed with two 200 milliliter portions of ether. The combined ether extracts were washed with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate and evaporated in a stream of pure nitrogen. Three successive distillations of the residue gave 46.3 grams (80.2% yield) of a colorless liquid, boiling point 28.5° to 30°C at 0.1 mm Hg.

brand name

Placidyl (Abbott).

Therapeutic Function

Sedative, Hypnotic

Safety Profile

Poison by ingestion, subcutaneous, intraperitoneal, and intravenous routes. Human systemic effects by ingestion: general anesthesia and thrombocytopenia (reduction in the number of blood platelets). Human effects on newborn by an unspecified route: drug dependency and Apgar score (condtion of newborn). Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of Cl-.

ETHCHLORVYNOL CIV (0.7 ML) Preparation Products And Raw materials

Raw materials

Preparation Products

ETHCHLORVYNOL CIV (0.7 ML) (1E)-1-Chloro-3-ethyl-1-penten-4-yn-3-ol beta-chlorvinylethylethynylcarbinol Etchlorvinolo Ethchlorovynol Ethchlorvinol Ethchlorvinyl Ethclorvynol Ethochlorvynol Ethychlorvynol Ethyl beta-chlorovinyl ethynyl carbinol ethylbeta-chlorovinylethynylcarbinol Normonson Normosan Normoson Nostel Nromoson Placidil Placidyl Roeridorm Serenesil Serenil Serensil Serensiloline 1-chloro-3-ethylpent-1-en-4-yn-3-ol 1-chloro-3-ethyl-1-penten-4-yl-3-ol 1-chloro-3-ethyl-1-penten-4-yn-3-o 1-Chloro-3-ethyl-1-penten-4-yn-3-ol 1-chloro-3-ethylpent-1-4-yn-3-ol 1-Penten-4-yn-3-ol, 1-chloro-3-ethyl- 3-(beta-chlorovinyl)-1-pentyn-3-ol 5-chloro-3-ethylpent-1-yn-4-en-3-ol A 71 a71 Aethyl-chlorvynol Alvinol Arvynol beta-Chlorovinyl ethyl ethynyl carbinol beta-chlorovinylethylethynylcarbinol Ethchlorvynol (1.0mg/ml in Acetonitrile) ETHCHLORVYNOL CIV (0.7 ML) USP/EP/BP 113-18-8 Aliphatics Intermediates & Fine Chemicals Pharmaceuticals