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Details

Stereochemistry EPIMERIC
Molecular Formula C6H12O3
Molecular Weight 132.1577
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PARALDEHYDE

SMILES

C[C@H]1OC(C)O[C@@H](C)O1

InChI

InChIKey=SQYNKIJPMDEDEG-UHFFFAOYSA-N
InChI=1S/C6H12O3/c1-4-7-5(2)9-6(3)8-4/h4-6H,1-3H3

HIDE SMILES / InChI

Molecular Formula C6H12O3
Molecular Weight 132.1577
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Paraldehyde is the cyclic trimer of acetaldehyde molecules. It was introduced into clinical practice in the UK by the Italian physician Vincenzo Cervello in 1882. It is a central nervous system depressant and was soon found to be an effective anticonvulsant, hypnotic and sedative. It was included in some cough medicines as an expectorant (though there is no known mechanism for this function beyond the placebo effect). Paraldehyde also has been used in the treatment of alcoholism and in the treatment of nervous and mental conditions to calm or relax patients who are nervous or tense and to produce sleep. However, this medicine has generally been replaced by safer and more effective medicines for the treatment of alcoholism and in the treatment of nervous and mental conditions.

CNS Activity

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Paraldehyde Injection
Primary
Paraldehyde Injection
Primary
Paraldehyde Injection

Cmax

ValueDoseCo-administeredAnalytePopulation
247 μg/mL
150 mg/kg/h other, intravenous
PARALDEHYDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
10.2 h
150 mg/kg/h other, intravenous
PARALDEHYDE plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Usual adult dose: Anticonvulsant Oral, up to 12 mL (diluted to a 10% solution) via gastric tube every four hours as needed; Rectal, 10 to 20 mL; Usual pediatric dose: Anticonvulsant Oral, 0.3 mL per kg of body weight or 12 mL per square meter of body surface; Rectal, 0.3 mL per kg of body weight or 12 mL per square meter of body surface.
Route of Administration: Enteral
In Vitro Use Guide
Paraldehyde (3.8 X 10(-3) M) reduced TEA induced contractures of the chick biventer cervicis muscle
Substance Class Chemical
Record UNII
S6M3YBG8QA
Record Status Validated (UNII)
Record Version