Details
Stereochemistry | RACEMIC |
Molecular Formula | C6H11BrN2O2 |
Molecular Weight | 223.068 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)C(Br)C(=O)NC(N)=O
InChI
InChIKey=CMCCHHWTTBEZNM-UHFFFAOYSA-N
InChI=1S/C6H11BrN2O2/c1-3(2)4(7)5(10)9-6(8)11/h3-4H,1-2H3,(H3,8,9,10,11)
Molecular Formula | C6H11BrN2O2 |
Molecular Weight | 223.068 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/25732089Curator's Comment: description was created based on several sources, including
https://www.ipi-singapore.org/technology-offers/bromvalerylurea-skin-inflammation
Sources: http://www.ncbi.nlm.nih.gov/pubmed/25732089
Curator's Comment: description was created based on several sources, including
https://www.ipi-singapore.org/technology-offers/bromvalerylurea-skin-inflammation
Bromisoval (INN; aka bromvalerylurea) is a hypnotic and sedative compound 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 non-steroidal anti-inflammatory drugs. Chronic use of bromisoval has been associated with bromine poisoning. Bromovisal can be prepared by bromination of isovaleric acid by the Hell-Volhard-Zelinsky reaction followed by reaction with urea. Bromvalerylurea (BU) can suppress expression of many kinds of pro- and anti-inflammatory mediators in LPS- or interferon-γ activated alveolar and peritoneal macrophages. Bromisoval was found to ameliorate sepsis in rats. It also prevents elevated serum-IL-6 level as well as IL-6 mRNA expression in septic rats. Bromisoval was also found useful for inflammatory skin disorders. The compound is able to suppress the TLR ligands-induced proinflammatory response similar to the steroid DEX without the side effects often associated with the steroid usage.
Originator
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Bromisoval Approved UseFor treatment of insomnia, agitation, chorea, whooping cough |
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Primary | Unknown Approved UseUnknown |
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Sources: http://www.ncbi.nlm.nih.gov/pubmed/25732089 |
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/25732089
for rats: bromvalerylurea (BROMISOVAL) was subcutaneously administered twice per day
Route of Administration:
Other
Substance Class |
Chemical
Created
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Record UNII |
469GW8R486
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WHO-ATC |
N05CM03
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WHO-VATC |
QN05CM03
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NCI_THESAURUS |
C29756
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D001968
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DTXSID2040656
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469GW8R486
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Bromisoval
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66101-52-8
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496-67-3
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m2674
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3038
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C76935
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SUB05916MIG
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1231
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ENANTIOMER -> RACEMATE |
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ACTIVE MOIETY |