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Details

Stereochemistry RACEMIC
Molecular Formula C7H9ClO
Molecular Weight 144.599
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ETHCHLORVYNOL

SMILES

CCC(O)(\C=C\Cl)C#C

InChI

InChIKey=ZEHYJZXQEQOSON-AATRIKPKSA-N
InChI=1S/C7H9ClO/c1-3-7(9,4-2)5-6-8/h1,5-6,9H,4H2,2H3/b6-5+

HIDE SMILES / InChI

Molecular Formula C7H9ClO
Molecular Weight 144.599
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 1
Optical Activity ( + / - )

Description

Ethchlorvynol is used to treat insomnia (trouble in sleeping). It developed by Pfizer in the 1950s. In the United States it was sold by Abbott Laboratories under the tradename Placidyl. Although the exact mechanism of action is unknown, ethchlorvynol appears to depress the central nervous system in a manner similar to that of barbiturates – by means of GABA-A receptors modulation. Moderate side effects are: Skin rash or hives; dizziness or faintness; unusual excitement, nervousness, or restlessness. It is addictive and after prolonged use can cause withdrawal symptoms including convulsions, hallucinations, and memory loss.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PLACIDYL

T1/2

ValueDoseCo-administeredAnalytePopulation
25 h
unknown, oral
ETHCHLORVYNOL serum
Homo sapiens

Doses

AEs

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
500 to 1000 mg at bedtime
Route of Administration: Oral
In Vitro Use Guide
Monolayers of endothelial cells exposed to 1mg/ml of Ethchlorvynol for 30 min and then fixed and stained with Eosin-Coomassie blue demonstrated moderate cell retraction with distinct gaps between adjacent endothelial cells.
Substance Class Chemical
Record UNII
6EIM3851UZ
Record Status Validated (UNII)
Record Version