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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/07/26 21:43:54」(JST)
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Bromisoval
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| Names |
| IUPAC name
(RS)-2-Bromo-N-carbamoyl-3-methylbutanamide[citation needed]
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| Identifiers |
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CAS Registry Number
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496-67-3 Y
27109-49-5 R Y |
| ATC code |
N05CM03 |
| ChEBI |
CHEBI:31304 |
| ChEMBL |
ChEMBL1515611 Y |
| ChemSpider |
2353 Y
129594 R Y
643139 S Y |
| EC number |
207-825-7 |
InChI
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InChI=1S/C6H11BrN2O2/c1-3(2)4(7)5(10)9-6(8)11/h3-4H,1-2H3,(H3,8,9,10,11) Y
Key: CMCCHHWTTBEZNM-UHFFFAOYSA-N Y
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| Jmol-3D images |
Image
Image |
| KEGG |
D01391 |
| MeSH |
Bromisovalum |
| PubChem |
2447
146955 R
735997 S |
SMILES
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CC(C)C(Br)c(:[o]):[nH]:c(:[nH2]):[o]
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CC(C)C(Br)C(=O)NC(N)=O
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| UNII |
469GW8R486 Y |
| Properties |
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Chemical formula
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C6H11BrN2O2 |
| Molar mass |
223.07 g·mol−1 |
| log P |
1.057 |
| Acidity (pKa) |
10.536 |
| Basicity (pKb) |
3.461 |
| Pharmacology |
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Routes of
administration
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Oral |
| Related compounds |
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Related ureas
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Carbromal |
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Related compounds
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- 3-Ureidopropionic acid
- beta-Ureidoisobutyric acid
- Carbamoyl aspartic acid
- N-Acetylaspartic acid
- Aceglutamide
- N-Acetylglutamic acid
- Citrulline
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references |
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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]
Bromovisal can be prepared by bromination of isovaleric acid by the Hell-Volhard-Zelinsky reaction followed by reaction with urea.
See also
References
- ^ US patent 914518, Saam, E., "Alpha-halogen-isovaleryl-urea and process of making the same", issued 1909-03-09, assigned to Knoll
- ^ "Bromisoval". International. Drugs.com.
- ^ 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. edit
- ^ 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. edit
- ^ 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. edit
- ^ 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. edit
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Hypnotics/sedatives (N05C)
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| GABAA |
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GABAB
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- 1,4-Butanediol
- Aceburic acid
- GABOB
- GHB (sodium oxybate)
- GBL
- GVL
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| H1 |
| Antihistamines |
- Captodiame
- Cyproheptadine
- Diphenhydramine
- Doxylamine
- Hydroxyzine
- Methapyrilene
- Pheniramine
- Promethazine
- Propiomazine
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| Antidepressants |
- Tricyclic antidepressants
- Amitriptyline
- Doxepin
- Trimipramine, etc.
- Tetracyclic antidepressants
- Mianserin
- Mirtazapine, etc.
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| Antipsychotics |
- Typical antipsychotics
- Chlorpromazine
- Thioridazine, etc.
- Atypical antipsychotics
- Olanzapine
- Quetiapine
- Risperidone, etc.
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|
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| α2-Adrenergic |
- Clonidine
- Detomidine
- Dexmedetomidine
- Lofexidine
- Medetomidine
- Romifidine
- Tizanidine
- Xylazine
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|
| 5-HT2A |
| Antidepressants |
- Trazodone
- Tricyclic antidepressants
- Amitriptyline
- Doxepin
- Trimipramine, etc.
- Tetracyclic antidepressants
- Mianserin
- Mirtazapine, etc.
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|
| Antipsychotics |
- Typical antipsychotics
- Chlorpromazine
- Thioridazine, etc.
- Atypical antipsychotics
- Olanzapine
- Quetiapine
- Risperidone, etc.
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|
| Others |
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| Melatonin |
- Agomelatine
- Melatonin
- Ramelteon
- Tasimelteon
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| Orexin |
- Almorexant
- Filorexant
- Suvorexant
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| Others |
- Acecarbromal
- Apronal
- Bromisoval
- Cannabidiol
- Carbromal
- Diethylpropanediol
- Embutramide
- Evoxine
- Fenadiazole
- Gabapentin
- Kavalactones
- Mephenoxalone
- Metaglycodol
- Niaprazine
- Opioids
- Passion flower
- Phenaglycodol
- Scopolamine
- UMB68
- Valnoctamide
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Index of psychology and psychiatry
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| Description |
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| Disorders |
- Mental and behavioral
- Mood
- Developmental
- pervasive
- dyslexia and specific
- Substance-related
- Emotional and behavioral
- Symptoms and signs
- Evaluation and testing
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| Treatment |
- Psychotherapy
- Drugs
- depression
- antipsychotics
- anxiety
- dementia
- hypnotics and sedatives
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English Journal
- The ameliorative effects of a hypnotic bromvalerylurea in sepsis.
- Kikuchi S1, Nishihara T2, Kawasaki S3, Abe N3, Kuwabara J4, Choudhury ME5, Takahashi H5, Yano H5, Nagaro T2, Watanabe Y4, Aibiki M6, Tanaka J7.
- Biochemical and biophysical research communications.Biochem Biophys Res Commun.2015 Apr 3;459(2):319-26. doi: 10.1016/j.bbrc.2015.02.111. Epub 2015 Feb 28.
- Sepsis is a severe pathologic event, frequently causing death in critically ill patients. However, there are no approved drugs to treat sepsis, despite clinical trials of many agents that have distinct targets. Therefore, a novel effective treatment should be developed based on the pathogenesis of s
- PMID 25732089
- Psychosis associated with bromvalerylurea abuse in a patient with traumatic brain injury.
- Kuo CY, Liu CM, Chang LR.
- General hospital psychiatry.Gen Hosp Psychiatry.2012 May-Jun;34(3):e3-4. doi: 10.1016/j.genhosppsych.2011.10.010. Epub 2011 Dec 9.
- PMID 22154658
Japanese Journal
- Application of energy dispersive X-ray fluorescent spectrometry (EDXRF) in drug-related cases
- 症例報告 急性ブロムワレリル尿素中毒の1例--臨床経過と血中濃度の推移
- Method for Screening and Quantitative Determination of Serum Levels of Salicylic Acid, Acetaminophen, Theophylline, Phenobarbital, Bromvalerylurea, Pentobarbital, and Amobarbital Using Liquid Chromatography/Electrospray Mass Spectrometry(Analytical Biochemistry)
Related Links
- ブロムワレリル尿素 ぶろむわれりるにょうそ bromvalerylurea 催眠・鎮静剤で、1908年ドイツのクノール社でブロムラールの商品名で初めて発売され、日本ではブロバリンやカルモチンの商品名でかつてはよく使用されたものであるが、現在 ...
- ブロムワレリル尿素(ブロバリン，bromisovalum，α-bromoisovalerylurea，bromvalerylurea)は，古くから催眠鎮静剤として用いられており，医療薬として処方されるだけでなく，催眠鎮静薬や解熱鎮痛薬，鎮うん薬の成分として配合され 1) ...
Related Pictures
★リンクテーブル★
[★]
- 英
- bromovalerylurea
- ラ
- bromvalerylurea
- 商
- ブロバリン
- 関
- ブロミソバール、ブロムバレリル尿素、ブロモワレリル尿素、ブロムイソバルム