Apronal

Apronal
	Above: molecular structure of apronal Below: 3D representation of an apronal molecule
Clinical data
Routes of; administration	Oral
ATC code	N05CM12 (WHO) ;
Pharmacokinetic data
Excretion	Renal
Identifiers
	IUPAC name (±)-N-Carbamoyl-2-propan-2-ylpent-4-enamide;
CAS Number	528-92-7 ;
PubChem CID	10715;
ChemSpider	10264 ;
UNII	V18J24E25E;
KEGG	D03975 ;
ChEMBL	ChEMBL509282 ;
CompTox Dashboard (EPA)	DTXSID00862125 ;
ECHA InfoCard	100.007.677
Chemical and physical data
Formula	C9H16N2O2
Molar mass	184.239 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES O=C(NC(=O)N)C(C(C)C)C\C=C;
	InChI InChI=1S/C9H16N2O2/c1-4-5-7(6(2)3)8(12)11-9(10)13/h4,6-7H,1,5H2,2-3H3,(H3,10,11,12,13) ; Key:KSUUMAWCGDNLFK-UHFFFAOYSA-N ;
	(verify)

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. Though it is not a barbiturate, apronal 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every 3 to 4 hours).^[2] Upon the finding that it caused patients to develop thrombocytopenic purpura, apronal was withdrawn from clinical use.^[3]

Quick Facts Clinical data, Routes ofadministration ...

Medicines with apronal are no longer used except in Japan.^[3] Notably Australian Therapeutic Goods Administration issued a safety alert in May 2023 which prohibits the sale, supply and use of Japanese EVE-branded products in Australia^[4] due to its dangerous side effects.

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[2]

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Apronal

See also

References

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