トリメタジオン、トロキシドン
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/04/19 04:39:19」(JST)
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This article is about the drug Tridione. For the content management software Tridion, see SDL plc.
Trimethadione
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| 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 cat. |
X |
| Legal status |
℞ Prescription only |
| Routes |
Oral |
| Pharmacokinetic data |
| Bioavailability |
High |
| Metabolism |
Demethylated to dimethadione |
| Half-life |
12–24 hours (trimethadione)
6–13 days (dimethadione) |
| Excretion |
Renal |
| Identifiers |
| CAS number |
127-48-0 Y |
| ATC code |
N03AC02 |
| PubChem |
CID 5576 |
| DrugBank |
DB00347 |
| ChemSpider |
5374 Y |
| UNII |
R7GV3H6FQ4 Y |
| KEGG |
D00392 Y |
| ChEMBL |
CHEMBL695 Y |
| Chemical data |
| Formula |
C6H9NO3 |
| Mol. 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
|
| Y (what is this?) (verify) |
Trimethadione is an oxazolidinedione anticonvulsant. It is most commonly used to treat epileptic conditions that are resistant to other treatments.
Contents
- 1 Fetal trimethadione syndrome
- 2 Chemistry
- 3 References
- 4 External links
Fetal trimethadione syndrome
If administered during pregnancy, fetal trimethadione syndrome may result causing facial dysmorphism (short upturned nose, slanted eyebrows), cardiac defects, intrauterine growth retardation (IUGR), and mental retardation. The fetal loss rate while using trimethadione has been reported to be as high as 87%.[1]
Chemistry
Trimethadione, 3,5,5-trimethyloxazolidine-2,4-dione, may be synthesized by methylating 5,5-trimethyloxazolidine-2,4-dione with dimethylsulfate. Starting 5,5-trimethyloxazolidine-2,4-dione is in turn synthesized by the cyclocondensation of the ester of 2-hydroxyisobutyric acid with urea.
Dimethadione is an active metabolite with anticonvulsant properties, used in determination of intracellular pH. [2]
References
- ^ Teratology and Drug Use During Pregnancy Retrieved January 2007
- ^ "dimethadione monograph". Retrieved 19 February 2014.
- J.S.H. Davies, W. Hook, U.S. Patent 2,559,011 (1951).
- M.A. Spielman, U.S. Patent 2,575,692 (1951).
- Spielman, M. A. (1944). Journal of the American Chemical Society 66 (8): 1244–1245. doi:10.1021/ja01236a005. edit
External links
- MedlinePlus DrugInfo medmaster-a601127
- DDB 30479
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Anticonvulsants (N03)
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| GABAA receptor agonist |
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Barbiturates
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- Barbexaclone
- Metharbital
- Methylphenobarbital
- Pentobarbital
- Phenobarbital#
- Primidone
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Benzodiazepines
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- Clobazam
- Clonazepam
- Clorazepate
- Diazepam#
- Flutoprazepam
- Lorazepam#
- Midazolam
- Nimetazepam
- Nitrazepam
- Temazepam
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| Other GABA agents |
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Aromatic allylic alcohols
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| Carbonic anhydrase inhibitor |
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Sulfa drugs
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- Acetazolamide
- Ethoxzolamide
- Sultiame
- Zonisamide
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| Channel blockers |
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Primarily sodium
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Hydantoins
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- Ethotoin
- Fosphenytoin
- Mephenytoin
- Phenytoin#
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Carboxamides
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- Carbamazepine#
- Eslicarbazepine acetate
- Oxcarbazepine
- Oxitriptyline
- Rufinamide
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Primarily calcium
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Succinimides
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- Ethosuximide#
- Mesuximide
- Phensuximide
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AMPA receptor
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Unknown/ungrouped
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- Phenyltriazine (Lamotrigine), Oxazolidinediones (Ethadione
- Paramethadione
- Trimethadione), Ureas (Phenacemide
- Pheneturide), Monosaccharide (Topiramate)
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| Channel openers |
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| Indirect GABA agents |
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Carboxylic acids/
Fatty acid derivatives
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- GABA transaminase inhibitor: Valproic acid# (Sodium valproate & Valproate semisodium)
- Valpromide
- Valnoctamide
- Valproate pivoxil
GABA reuptake inhibitor: Tiagabine
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GABA analogs
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- Gabapentin
- Pregabalin
- Progabide
- Tolgabide
- Vigabatrin
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Unknown/multiple/
unsorted |
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Carbamates/sulfamates
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- Carisbamate†
- Emylcamate
- Felbamate
- JNJ-26990990§
- Meprobamate
- Topiramate
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Pyrrolidines
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- Brivaracetam
- Levetiracetam
- Nefiracetam
- Seletracetam
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Propionates
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Aldehydes
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Bromides
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- Potassium bromide
- Sodium bromide
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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anat (n/s/m/p/4/e/b/d/c/a/f/l/g)/phys/devp
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noco (m/d/e/h/v/s)/cong/tumr, sysi/epon, injr
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proc, drug (N1A/2AB/C/3/4/7A/B/C/D)
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English Journal
- Potassium depolarization and raised calcium induces α-synuclein aggregates.
- Follett J, Darlow B, Wong MB, Goodwin J, Pountney DL.SourceSchool of Medical Science, Griffith Health Institute, Griffith University, Gold Coast Campus, Gold Coast, QLD, 4222, Australia.
- Neurotoxicity research.Neurotox Res.2013 May;23(4):378-92. doi: 10.1007/s12640-012-9366-z. Epub 2012 Dec 19.
- α-Synuclein is the key aggregating protein in Parkinson's disease (PD), which is characterized by cytoplasmic protein inclusion bodies, termed Lewy bodies, thought to increase longevity of the host neuron by sequestering toxic soluble α-synuclein oligomers. Previous post-mortem studies have shown
- PMID 23250862
- Synthesis and anticonvulsant activity of bioisosteres of trimethadione, N-derivative-1,2,3-oxathiazolidine-4-one-2,2-dioxides from α-hydroxyamides.
- Pastore V, Sabatier L, Enrique A, Marder M, Bruno-Blanch LE.SourceQuímica Medicinal, Departamento de Ciencias Biológicas, UNLP, calle 47 y 115, B1900BJW La Plata, Argentina. vpastore@qb.ffyb.uba.ar
- Bioorganic & medicinal chemistry.Bioorg Med Chem.2013 Feb 15;21(4):841-6. doi: 10.1016/j.bmc.2012.12.033. Epub 2013 Jan 3.
- The synthesis and anticonvulsant activity of novel heterocycles N-derivative-1,2,3-oxathiazolidine-4-one-2,2-dioxides, bioisosteres of trimethadione (TMD, oxazolidine-2,4-dione) and phenytoin (PHE), are described. TMD is an anticonvulsant drug widely used against absences seizures in the early 80's
- PMID 23321016
- [Toxic effects of trimethadione on zebrafish early development].
- Qin W, Hu ZY, Tong JW, Meng J, You XF, Zhang JP.SourceLaboratory of Pharmacology, Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China. yd06413qw@126.com
- Yi chuan = Hereditas / Zhongguo yi chuan xue hui bian ji.Yi Chuan.2012 Sep;34(9):1165-73.
- To further understand the neural toxicity and teratogenicity of antiepileptic drugs in clinic, we established a zebrafish model for antiepileptic toxicity using trimethadione as a probe drug. The results indicated that embryonic malformation occurred under trimethadione treatment in a concentration-
- PMID 23017458
Japanese Journal
- Trimethadione (Troxidone) dissolves pancreatic stones
Related Links
- Paramethadione and trimethadione are anticonvulsants indicated in the control of absence (petit mal)... Pharmacy Codes — all pharmacy codes and search Troxidone Category Anticonvulsants ATC:N03AC02 Troxidone Brand names ...
- SYN: trimethadione. * * * trox·i·done (trokґsĭ dōn) trimethadione ... Look at other dictionaries: troxidone — Pharm. (ˈtrɒksɪdəʊn) [f. tri + ox + idine + one, elements of the systematic name (see quot. 1952).] An anticonvulsant drug ...
Related Pictures
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- 英
- trimethadione TMO
- ラ
- trimethadionum
- 同
- トロキシドン troxidone
- 商
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- 関
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