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WordNet
- anticonvulsant drug (trade name Gemonil) used in the treatment of epilepsy (同)Gemonil
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/07/25 13:12:05」(JST)
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Metharbital
|
Systematic (IUPAC) name |
5,5-diethyl-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione |
Clinical data |
AHFS/Drugs.com |
monograph |
Pregnancy cat. |
? |
Legal status |
? |
Identifiers |
CAS number |
50-11-3 Y |
ATC code |
N03AA30 |
PubChem |
CID 4099 |
DrugBank |
DB00463 |
ChemSpider |
3957 Y |
UNII |
02OS7K758T Y |
KEGG |
D01382 Y |
ChEMBL |
CHEMBL450 Y |
Chemical data |
Formula |
C9H14N2O3 |
Mol. mass |
198.219 g/mol |
SMILES
- O=C1N(C(=O)NC(=O)C1(CC)CC)C
|
InChI
-
InChI=1S/C9H14N2O3/c1-4-9(5-2)6(12)10-8(14)11(3)7(9)13/h4-5H2,1-3H3,(H,10,12,14) Y
Key:FWJKNZONDWOGMI-UHFFFAOYSA-N Y
|
Y (what is this?) (verify)
|
Metharbital was patented in 1905 by Emil Fischer working for Merck.[1] It was marketed as Gemonil by Abbott Laboratories. It is a barbiturate anticonvulsant, used in the treatment of epilepsy. It has similar properties to phenobarbital.
History[edit]
- 1952 Gemonil was introduced by Abbott Laboratories.
- 1990 Abbott stopped marketing.
Chemistry[edit]
Metharbital (5,5-diethyl-1-methylbarbituric acid) is synthesized by condensation of diethylmalonic ester with methylurea.
- A. Halpern, J.W. Jones, J. Am. Pharm. Assoc., 38, 352 (1949).
- Snyder, J. A.; Link, K. P. (1953). Journal of the American Chemical Society 75 (8): 1881. doi:10.1021/ja01104a030. edit
References[edit]
- The Treatment of Epilepsy 2nd Ed by S. D. Shorvon (Editor), David R. Fish (Editor), Emilio Perucca (Editor), W. Edwin Dodson (Editor). Published by Blackwell 2004. ISBN 0-632-06046-8
- The Medical Treatment of Epilepsy by Stanley R Resor. Published by Marcel Dekker (1991). ISBN 0-8247-8549-5.
- The Comparative Toxicogenomics Database: Metharbital
- ^ US Patent 782742
English Journal
- Evaluation of pyridine-3-carboxylic acid as a drug carrier by utilizing multivariate methods, structure property correlations, and pattern recognition techniques.
- Bartzatt RL1.
- Receptors & channels.Receptors Channels.2004;10(2):61-71.
- Multivariate methods and molecular properties are utilized to show similarity of pyridine-3-carboxylic acid (nicotinic acid) to seven drugs that penetrate the central nervous system. Multivariate methods applied include cluster analysis, discriminant analysis, correspondence analysis, self organizin
- PMID 15204036
- Effects of barbiturates on human platelet aggregation differ depending on their chemical structures.
- Sato M1, Hirakata H, Ikeda M, Fukuda K.
- Canadian journal of physiology and pharmacology.Can J Physiol Pharmacol.2003 Aug;81(8):806-14.
- The effects of barbiturates on human platelet function are not fully understood. Since we have already revealed the effects and mechanisms of thiopental, thiamylal, and pentobarbital in platelets, the present study attempted to elucidate (i) the effects of other barbiturates on human platelet aggreg
- PMID 12897810
- Forensic analysis of 10 barbiturates in human biological samples using a new reversed-phase chromatographic column packed with 2-micrometre porous microspherical silica-gel.
- Tanaka E1, Terada M, Tanno K, Misawa S, Wakasugi C.
- Forensic science international.Forensic Sci Int.1997 Feb 7;85(1):73-82.
- A high-performance liquid chromatographic method has been developed for the forensic analysis of 10 frequently used barbiturates (BARs) (allobarbital, amobarbital, barbital, cyclobarbital, hexobarbital, metharbital, pentobarbital, phenobarbital, secobarbital and thiopental) using a recently develope
- PMID 9050222
Japanese Journal
- Application of thermoresponsive HPLC to forensic toxicology: determination of barbiturates in human urine
- Kanno Sanae,Watanabe Kanako,Hirano Seishiro,Yamagishi Itaru,Gonmori Kunio,Minakata Kayoko,Suzuki Osamu
- 2009-07-01
- … According to elevating the column temperature from 10 ℃ to 50 ℃, five barbiturates, such as metharbital, primidone, phenobarbital, mephobarbital and pentobarbital, became well separated by this method. …
- NAID 120005314208
- EFFECT OF ACETAZOLAMIDE ON THE ANTICONVULSANT POTENCY OF SEVERAL ANTIEPILEPTIC DRUGS IN MICE
- SATO JUICHI,NIOKA MASANORI,OWADA EIJI,ITO KEIJI,MURATA TOSHIRO
- Journal of pharmacobio-dynamics 6(5), 295-300, 1983-05-00
- … By the coadiministration of AZA, a remarkable increase in the anticonvulsant activity was brought about not only for the barbiturates including barbital (BA), mephobarbital (MB) and metharbital (MET), but also for the other antiepileptics such as phenytoin (PHT), valproic acid (VPA) and trimethadione (TMO). …
- NAID 110003636611
- バルビツール酸誘導体, その関連化合物とジメチルアミン間の分子付加物の形成ならびにその微粉化への応用
- 鈴木 悦子 [他],津田 泰之,清水 澄,城谷 憲一,千原 薫,関口 慶二
- 藥學雜誌 102(12), 1150-1161, 1982-12-25
- … Adduct formation with dimethylamine was confirmed in 5 barbiturates (barbituric acid, mephobarbital, metharbital, phenobarbital, and propallylonal) and phenytoin. …
- NAID 110003650278
Related Links
- Metharbital was patented in 1905 by Emil Fischer working for Merck. It was marketed as Gemonil by Abbott Laboratories. It is a barbiturate anticonvulsant, used in the treatment of epilepsy. It has similar properties to phenobarbital.
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