Carbromal

Carbromal is a hypnotic/sedative originally synthesized in 1909 by Bayer and subsequently marketed as Adalin.^[1][2] The drug was later sold by Parke-Davis in combination with pentobarbital, under the name Carbrital.^[3] As of 2015, it was still used in Hungary in combination with aminophenazone under the name Demalgon.

Quick facts Names, Identifiers ...

Carbromal

Names
IUPAC name 2-Bromo-N-carbamoyl-2-ethylbutanamide
Identifiers
CAS Number	77-65-6 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1697828 Y
ChemSpider	6243 Y
ECHA InfoCard	100.000.952
EC Number	201-046-6
KEGG	D02619 Y
MeSH	carbromal
PubChem CID	6488
UNII	0Y299JY9V3 Y
CompTox Dashboard (EPA)	DTXSID8020252
InChI InChI=1S/C7H13BrN2O2/c1-3-7(8,4-2)5(11)10-6(9)12/h3-4H2,1-2H3,(H3,9,10,11,12) Y Key: OPNPQXLQERQBBV-UHFFFAOYSA-N Y
SMILES CCC(Br)(CC)C(=O)NC(N)=O
Properties
Chemical formula	C7H13BrN2O2
Molar mass	237.097 g·mol−1
Appearance	White crystals
Odor	Odorless
Density	1.544 g/cm3
Melting point	119 °C (246 °F; 392 K)
Solubility in water	Soluble
Solubility	soluble in chloroform, ether, acetone, benzene
log P	1.623
Acidity (pKa)	10.69
Basicity (pKb)	3.31
Structure
Crystal structure	rhombic
Pharmacology
ATC code	N05CM04 (WHO)
Related compounds
Related ureas	Bromisoval
Related compounds	3-Ureidopropionic acid beta-Ureidoisobutyric acid Carbamoyl aspartic acid N-Acetylaspartic acid Aceglutamide N-Acetylglutamic acid Citrulline
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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