Apronal

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Apronal
Apronal.svg
Systematic (IUPAC) name
(±)-N-Carbamoyl-2-propan-2-ylpent-4-enamide
Clinical data
Routes of
administration
Oral
Pharmacokinetic data
Excretion Renal
Identifiers
CAS Number 528-92-7 YesY
ATC code N05CM12 (WHO)
PubChem CID 10715
ChemSpider 10264 YesY
UNII V18J24E25E YesY
KEGG D03975 YesY
ChEMBL CHEMBL509282 YesY
Chemical data
Formula C9H16N2O2
Molar mass 184.236 g/mol
Chirality Racemic mixture
3D model (Jmol) Interactive image
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Apronal (brand name Sedormid), or apronalide, also known as allylisopropylacetylurea or allylisopropylacetylcarbamide, is a hypnotic/sedative drug of the ureide (acylurea) group synthesized in 1926[1] by Hoffmann-La Roche that is no longer used. Though it is not a barbiturate, apronalide is similar in structure to the barbiturates (being an open-chain carbamide instead of having a heterocyclic ring).[2] In accordance, it is similar in action to the barbiturates, although considerably milder in comparison (formerly used as a daytime sedative at doses of 1 to 2 grams every 3 to 4 hours).[2] Upon the finding that it caused patients to develop thrombocytopenic purpura, apronalide was withdrawn from clinical use.[3]

See also[edit]

References[edit]

  1. ^ DE Patent 459903 - Verfahren zur Darstellung von Ureiden der Dialkylessigsaeuren
  2. ^ a b Roche Review ... Hoffman-La Roche, and Roche-organon. 1938. p. 164. 
  3. ^ R. L. Vollum; D. G. Jamison; C. S. Cummins (20 May 2014). Fairbrother's Textbook of Bacteriology. Elsevier Science. pp. 152–. ISBN 978-1-4831-4178-7.