Acecarbromal

Acecarbromal (INN) (brand names Sedamyl, Abasin, Carbased, Paxarel, Sedacetyl, numerous others), also known as acetylcarbromal and acetyladalin, is a hypnotic and sedative drug of the ureide (acylurea) group discovered by Bayer in 1917^[1] that was formerly marketed in the United States and Europe.^[2][3] It is also used in combination with extract of quebracho and vitamin E as a treatment for erectile dysfunction under the brand name Afrodor in Europe.^[4][5][6] Acecarbromal is structurally related to the barbiturates, which are basically cyclized ureas.^[7] Prolonged use is not recommended as it can cause bromine poisoning.^[7]

Quick facts Names, Identifiers ...

Acecarbromal

Names
Preferred IUPAC name N-(Acetylcarbamoyl)-2-bromo-2-ethylbutanamide
Other names 1-Acetyl-3-(2-bromo-2-ethylbutyryl)urea
Identifiers
CAS Number	77-66-7 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2104673
ChemSpider	6244 Y
ECHA InfoCard	100.000.953
EC Number	201-047-1
KEGG	D07059 Y
MeSH	acecarbromal
PubChem CID	6489
UNII	E47C56IGOY Y
CompTox Dashboard (EPA)	DTXSID9058810
InChI InChI=1S/C9H15BrN2O3/c1-4-9(10,5-2)7(14)12-8(15)11-6(3)13/h4-5H2,1-3H3,(H2,11,12,13,14,15) Y Key: SAZUGELZHZOXHB-UHFFFAOYSA-N Y
SMILES CCC(Br)(CC)C(=O)NC(=O)NC(C)=O
Properties
Chemical formula	C9H15BrN2O3
Molar mass	279.134 g·mol−1
Pharmacology
Routes of administration	Oral
Legal status	In general: ℞ (Prescription only)
Related compounds
Related compounds	Buformin Methylarginine Asymmetric dimethylarginine N-Propyl-L-arginine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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