Bromisoval

Bromisoval
Names
IUPAC name
(RS)-2-Bromo-N-carbamoyl-3-methylbutanamide
Identifiers
ATC code N05CM03
496-67-3 Yes
27109-49-5 R Yes
ChEBI CHEBI:31304
ChEMBL ChEMBL1515611 Yes
ChemSpider 2353 Yes
129594 R Yes
643139 S Yes
EC number 207-825-7
Jmol-3D images Image
Image
KEGG D01391
MeSH Bromisovalum
PubChem 2447
146955 R
735997 S
UNII 469GW8R486 Yes
Properties
Molecular formula
 C6H11BrN2O2
Molar mass 223.07 g·mol−1
log P 1.057
Acidity (pKa) 10.536
Basicity (pKb) 3.461
Pharmacology
Oral
Related compounds
Related ureas
Carbromal
Related compounds
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bromisoval (INN; commonly known as bromvalerylurea) is a hypnotic and sedative discovered by Knoll in 1907 and patented in 1909.[1] It is marketed over the counter in Asia under various trade names (such as Brovarin[2]), usually in combination with non-steroidal anti-inflammatory drugs.

Chronic use of bromisoval has been associated with bromine poisoning.[3][4][5][6]

See also

References

  1. ↑ US patent 914518, Saam, E., "Alpha-halogen-isovaleryl-urea and process of making the same", issued 1909-03-09, assigned to Knoll
  2. ↑ "Bromisoval". International. Drugs.com.
  3. ↑ Hashida, H.; Honda, T.; Morimoto, H.; Aibara, Y. (2001). "市販鎮痛剤常用量の服用による慢性ブロム中毒の1例" [A case of chronic bromvalerylurea intoxication due to habitual use of commercially available nonsteroidal anti-inflammatory drugs presenting an indefinite hyperchloremia] (PDF). Nihon Ronen Igakkai Zasshi. Japanese Journal of Geriatrics (in Japanese) 38 (5): 700–703. doi:10.3143/geriatrics.38.700. ISSN 0300-9173. PMID 11605223.
  4. ↑ Kawakami, T.; Takiyama, Y.; Yanaka, I.; Taguchi, T.; Tanaka, Y.; Nishizawa, M.; Nakano, I. (1998). "Chronic bromvalerylurea intoxication: Dystonic posture and cerebellar ataxia due to nonsteroidal anti-inflammatory drug abuse" (PDF). Internal Medicine (Tokyo, Japan) 37 (9): 788–791. doi:10.2169/internalmedicine.37.788. PMID 9804091.
  5. ↑ Wang, Y. -T.; Yang, S. Y.; Wu, V. C.; Wu, K. D.; Fang, C. C. (2005). "Pseudohyperchloraemia due to bromvalerylurea abuse". Nephrology Dialysis Transplantation 20 (8): 1767–1768. doi:10.1093/ndt/gfh945. PMID 15972320.
  6. ↑ Arai, A.; Sato, M.; Hozumi, I.; Matsubara, N.; Tanaka, K.; Soma, Y.; Adachi, T.; Tsuji, S. (1997). "Cerebellar Ataxia and Peripheral Neuropathy due to Chronic Bromvalerylurea Poisoning" (PDF). Internal Medicine (Tokyo, Japan) 36 (10): 742–746. doi:10.2169/internalmedicine.36.742. PMID 9372340.