Bromisoval
Bromisoval (INN), commonly known as bromovalerylurea, is a hypnotic and sedative of the bromoureide group discovered by Knoll in 1907 and patented in 1909. It is marketed over the counter in Asia under various trade names (such as Brovarin), usually in combination with nonsteroidal anti-inflammatory drugs.
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| Column 1 | Column 2 |
|---|---|
| Skeletal formula of bromisoval | |
| IUPAC name | |
| (RS)-2-Bromo-N-carbamoyl-3-methylbutanamide | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}496-67-3 Y27109-49-5 R Y27109-48-4 S Y |
| 3D model (JSmol) | Interactive image |
| ChEBI | CHEBI:31304 |
| ChEMBL | ChEMBL1515611 Y |
| ChemSpider | 2353 Y129594 R Y643139 S Y |
| ECHA InfoCard | 100.007.115 |
| EC Number | 207-825-7 |
| KEGG | D01391 |
| MeSH | Bromisovalum |
| PubChem CID | 2447146955 R735997 S |
| UNII | 469GW8R486 Y3DY4YGA2PX R YGTJ4Y0JW4D S Y |
| CompTox Dashboard (EPA) | DTXSID2040656 |
| InChI | |
| InChI=1S/C6H11BrN2O2/c1-3(2)4(7)5(10)9-6(8)11/h3-4H,1-2H3,(H3,8,9,10,11) YKey: CMCCHHWTTBEZNM-UHFFFAOYSA-N Y | |
| SMILES | |
| CC(C)C(Br)C(=O)NC(N)=O | |
| Chemical formula | C6H11BrN2O2 |
| Molar mass | 223.070 g·mol−1 |
| log P | 1.057 |
| Acidity (pKa) | 10.536 |
| Basicity (pKb) | 3.461 |
| ATC code | N05CM03 (WHO) |
| Routes ofadministration | Oral |
| Related ureas | Carbromal |
| 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 [77 °F], 100 kPa). |
Infobox references | |
Bromisoval (INN), commonly known as bromovalerylurea, is a hypnotic and sedative of the bromoureide group discovered by Knoll in 1907 and patented in 1909. It is marketed over the counter in Asia under various trade names (such as Brovarin), usually in combination with nonsteroidal anti-inflammatory drugs.
Chronic use of bromisoval has been associated with bromine poisoning.
Bromisoval can be prepared by bromination of isovaleric acid by the Hell-Volhard-Zelinsky reaction followed by reaction with urea.
- Acecarbromal
- Carbromal
- Apronal
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