carbromal carbromal carbromal is a hypnotic/sedative originally synthesized in 1909 by bayer and subsequently marketed as adalin. the drug was later sold by parke-davis in combination with pentobarbital, under the name carbrital. 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) ykey: 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 odourless 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 acidbeta-ureidoisobutyric acidcarbamoyl aspartic acidn-acetylaspartic acidaceglutamiden-acetylglutamic acidcitrulline except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). infobox references synthesis carbromal synthesis: literature: diethylmalonic acid (1) is decarboxylated to 2-ethylvaleric acid (2). the hell-volhard-zelinsky reaction converts this to 2-bromo-2-ethylbutyryl bromide (3). reaction with urea with affords carbromal (4).