トリメタジオン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/07/15 19:41:19」(JST)
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This article is about the drug Tridione. For the content management software Tridion, see SDL plc.
Trimethadione
|
Systematic (IUPAC) name |
3,5,5-trimethyl-1,3-oxazolidine-2,4-dione
|
Clinical data |
Trade names |
Tridione |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Pregnancy
category |
|
Routes of
administration |
Oral |
Legal status |
Legal status |
|
Pharmacokinetic data |
Bioavailability |
High |
Metabolism |
Demethylated to dimethadione |
Biological half-life |
12–24 hours (trimethadione)
6–13 days (dimethadione) |
Excretion |
Renal |
Identifiers |
CAS Number |
127-48-0 Y |
ATC code |
N03AC02 (WHO) |
PubChem |
CID 5576 |
IUPHAR/BPS |
7316 |
DrugBank |
DB00347 Y |
ChemSpider |
5374 Y |
UNII |
R7GV3H6FQ4 Y |
KEGG |
D00392 Y |
ChEMBL |
CHEMBL695 Y |
Chemical data |
Formula |
C6H9NO3 |
Molar mass |
143.141 g/mol |
|
InChI
-
InChI=1S/C6H9NO3/c1-6(2)4(8)7(3)5(9)10-6/h1-3H3 Y
-
Key:IRYJRGCIQBGHIV-UHFFFAOYSA-N Y
|
(verify) |
Trimethadione is an oxazolidinedione anticonvulsant. It is most commonly used to treat epileptic conditions that are resistant to other treatments.
Fetal trimethadione syndrome
If administered during pregnancy, fetal trimethadione syndrome may result causing facial dysmorphism (short upturned nose, slanted eyebrows), cardiac defects, intrauterine growth restriction (IUGR), and mental retardation. The fetal loss rate while using trimethadione has been reported to be as high as 87%.[1]
References
- ^ Teratology and Drug Use During Pregnancy Retrieved January 2007
External links
- MedlinePlus DrugInfo medmaster-a601127
- DDB 30479
Anticonvulsants (N03)
|
|
GABAergics |
GABAAR PAMs |
- Barbiturates: Barbexaclone
- Metharbital
- Methylphenobarbital
- Pentobarbital
- Phenobarbital#
- Primidone; Carbamates: Felbamate; Benzodiazepines: Clobazam
- Clonazepam
- Clorazepate
- Diazepam#
- Lorazepam#
- Midazolam
- Nimetazepam
- Nitrazepam
- Temazepam; Others: Bromide (potassium bromide, sodium bromide)
- Paraldehyde
- Stiripentol
|
|
GABA-T inhibitors |
- Fatty acids: Valproate
- Valpromide
- Valproate pivoxil; Others: Ethanolamine-O-sulfate
- Vigabatrin
|
|
Others |
- GABAR agonists: Progabide; GAT-1 inhibitors: Tiagabine
|
|
|
Channelergics |
Sodium blockers |
- Hydantoins: Ethotoin
- Fosphenytoin
- Mephenytoin
- Phenytoin#; Ureides: Acetylpheneturide
- Chlorphenacemide
- Phenacemide‡
- Pheneturide; Fatty acids: Valproate
- Valpromide
- Valproate pivoxil; Carboxamides: Carbamazepine#
- Eslicarbazepine acetate
- Oxcarbazepine; Others: Lacosamide
- Lamotrigine
- Rufinamide
- Topiramate
- Zonisamide
|
|
Calcium blockers |
- Oxazolidinediones: Ethadione
- Paramethadione
- Trimethadione; Succinimides: Ethosuximide#
- Mesuximide
- Phensuximide; Gabapentinoids: Gabapentin
- Pregabalin; Others: Lamotrigine
- Topiramate
- Zonisamide
|
|
Potassium openers |
|
|
|
Others |
CA inhibitors |
- Sulfonamides: Acetazolamide
- Ethoxzolamide
- Sultiame
- Topiramate
- Zonisamide
|
|
Others |
- Beclamide
- Brivaracetam
- Levetiracetam
- Perampanel
|
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
|
UpToDate Contents
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English Journal
- Noninvasive high-resolution ultrasound reveals structural and functional deficits in dimethadione-exposed fetal rat hearts in utero.
- Purssell E, Weston AD, Thomson JJ, Swanson TA, Brown NA, Ozolinš TR.SourceDepartment of Pharmacology and Toxicology, Queen's University, Kingston, Ontario, Canada.
- Birth defects research. Part B, Developmental and reproductive toxicology.Birth Defects Res B Dev Reprod Toxicol.2011 Nov 29. doi: 10.1002/bdrb.20339. [Epub ahead of print]
- BACKGROUND: We previously showed dimethadione (DMO), the N-demethylated metabolite of the anticonvulsant trimethadione, induces ventricular septation defects (VSD) and other heart anomalies in rat (Weston et al., 2011). Because of the relationship between cardiac structure and function, we hypothesi
- PMID 22127902
- Co-variation in frequency and severity of cardiovascular and skeletal defects in Sprague-Dawley rats after maternal administration of dimethadione, the N-demethylated metabolite of trimethadione.
- Weston AD, Brown NA, Ozolinš TR.SourceDepartment of Developmental and Reprodutive Toxicology, Pfizer Global Research and Development, Groton, Connecticut, USA.
- Birth defects research. Part B, Developmental and reproductive toxicology.Birth Defects Res B Dev Reprod Toxicol.2011 Jun;92(3):206-15. doi: 10.1002/bdrb.20302. Epub 2011 Jun 2.
- BACKGROUND: The anticonvulsant trimethadione is a potent inducer of ventricular septation defects, both clinically and in rodents. Teratogenicity requires its N-demethylation to dimethadione, the proximate teratogen. It was previously demonstrated trimethadione only induced membranous ventricular se
- PMID 21638752
Japanese Journal
- <原著>石灰化膵石症および蛋白栓や粘稠膵液に対する経口膵石溶解療法の効果
- 山本 真紀子,野田 愛司,伊吹 恵里,泉 順子,太田 美樹子,大竹 円
- 愛知医科大学医学会雑誌 30(4), 209-221, 2002-12-15
- … In the present study, trimethadione was given orally as a precursor of dimethadione to 37 patients with calcific pancreatitis. … The 37 patients not treated with trimethadione were selected as a control. … In conclusion, we believe that the OLT by trimethadione or bromhexine-hydro-chloride becomes a useful tool for chemical dissolution of calcific pancreatic stones or for recurrent pain relief by eliminating protein plugs and viscous pancreatic juice. …
- NAID 110000042321
- Embryonic Arrhythmia by Inhibition of HERG Channels: A Common Hypoxia-related Teratogenic Mechanism for Antiepileptic Drugs?
- AZARBAYJANI Faranak,DANIELSSON Bengt R.
- Epilepsia : journal of the International League against Epilepsy 43(5), 457-468, 2002-05-01
- NAID 10010875436
- Effect of the Macrolide Antibiotic Clarithromycin on the Metabolism of Trimethadione and Antipyrine: Strain Difference in SD and Wistar Rats
- KITASHIRO Reiji,KURATA Norimitsu,NISHIMURA Yuki,UCHIDA Eiji,YASUHARA Hajime
- The Showa University Journal of Medical Sciences 11(1), 7-15, 1999
- … Effects of both antibiotics on hepatic microsomal drugmetabolizing enzymes were estimated by antipyrine pharmacokinetics and the formation rates of 3-hydroxymethyl antipyrine (HMA), 4-hydroxyantipyrine (OHA) and norantipyrine (NORA), and by the serum ratio of dimethadione to trimethadione (DMO/TMO) . …
- NAID 130004189968
Related Links
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- Trimethadione definition, a synthetic, white, crystalline powder, C 6 H 9 NO 3 , used as an anticonvulsant to control petit mal epileptic seizures. See more. Thesaurus Translate Reference Word of the Day Blog Slideshows Apps by ...
Related Pictures
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トリメタジオン trimethadione