Carbromal
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| MeSH | carbromal |
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| Molar mass | Template:Chem molar mass |
| Appearance | White crystals |
| Odor | Odorless |
| Density | 1.544 g/cm3 |
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| Solubility | soluble in chloroform, ether, acetone, benzene |
| log P | 1.623 |
| Acidity (pKa) | 10.69 |
| Basicity (pKb) | 3.31 |
| Template:Longitem | rhombic |
| Template:Longitem | N05CM04 (WHO) |
| Template:Longitem | Bromisoval |
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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.
Synthesis
Diethylmalonic acid [510-20-3] (1) is decarboxylated to 2-ethylvaleric acid [20225-24-5] (2). The Hell-Volhard-Zelinsky reaction converts this to 2-Bromo-2-Ethylbutyryl Bromide [26074-53-3] (3). Reaction with urea with affords carbromal (4).
See also
References
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- ↑ Script error: No such module "Citation/CS1".
- ↑ a b <templatestyles src="Citation/styles.css"/>Template:Citation/make link, "Verfahren dur Darstellung von Bromodiäthylacetylharnstoff [Method for the preparation of bromodiethylacetylurea]", published Script error: No such module "auto date formatter"., assigned to Friedrich Bayer & Co.Script error: No such module "Check for unknown parameters".
- ↑ Script error: No such module "citation/CS1".
- ↑ Frdl. 10, 1160
- ↑ Chem. Zentralbl. 1910, II, 1008.
- ↑ Script error: No such module "citation/CS1".
- ↑ H. P. Kaufmann, Arzneimittel-Synthese (Berlin, 1953).
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