メスクシミド、メサクシミド
- 関
- methsuximide
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2018/04/12 02:15:16」(JST)
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Mesuximide
|
Clinical data |
Trade names |
Celontin |
AHFS/Drugs.com |
Consumer Drug Information |
MedlinePlus |
a682028 |
Pregnancy
category |
- US: C (Risk not ruled out)
|
Routes of
administration |
By mouth (capsules) |
ATC code |
|
Legal status |
Legal status |
|
Pharmacokinetic data |
Metabolism |
Hepatic (demethylation and glucuronidation) |
Metabolites |
N-desmethylmethosuximide |
Biological half-life |
1.4–2.6 hours (mesuximide)
28–38 hours (active metabolite) |
Excretion |
Urine |
Identifiers |
IUPAC name
- (RS)-1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione
|
CAS Number |
|
PubChem CID |
|
IUPHAR/BPS |
|
DrugBank |
|
ChemSpider |
|
UNII |
|
KEGG |
|
ChEMBL |
|
ECHA InfoCard |
100.000.934 |
Chemical and physical data |
Formula |
C12H13NO2 |
Molar mass |
203.237 g/mol |
3D model (JSmol) |
|
Chirality |
Racemic mixture |
SMILES
-
O=C2N(C(=O)CC2(c1ccccc1)C)C
|
InChI
-
InChI=1S/C12H13NO2/c1-12(9-6-4-3-5-7-9)8-10(14)13(2)11(12)15/h3-7H,8H2,1-2H3 Y
-
Key:AJXPJJZHWIXJCJ-UHFFFAOYSA-N Y
|
NY (what is this?) (verify) |
Mesuximide (or methsuximide, methosuximide) is a succinimide anticonvulsant medication. It is sold as a racemate by Pfizer under the tradenames Petinutin (Switzerland)[1] and Celontin (United States).[2] The therapeutic efficacy of methosuximide is largely due to its pharmacologically active metabolite, N-desmethylmethosuximide, which has a longer half-life and attains much higher plasma levels than its parent.[3]
Medical use
is indicated for the control of absence seizures that are refractory to other drugs.[2]
References
- ^ Pfizer AG (2005). "Petinutin (Mésuximide)". Official Pfizer AG Website (in French). Archived from the original on April 22, 2005. Retrieved August 21, 2006.
- ^ a b Pfizer Inc. (2008). "Celontin (methsuximide capsules, USP)". Official Pfizer Inc. Website. Retrieved November 21, 2014.
- ^ Porter RJ, Penry JK, Lacy JR, Newmark ME, Kupferberg HJ. Plasma concentrations of phensuximide, methosuximide, and their metabolites in relation to clinical efficacy. Neurology 29: 1509-1513, 1979.
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)
- Imepitoin
- Paraldehyde
- Stiripentol
|
GABA-T inhibitors |
- Fatty acids (and related): Valproate
- Valpromide
- Valproate pivoxil
- Vigabatrin
|
Others |
- GABAR agonists: Progabide; GAT-1 inhibitors: Tiagabine
|
|
Channel
modulators |
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: Imepitoin
- Lamotrigine#
- Topiramate
- Zonisamide
|
Potassium openers |
|
|
Others |
CA inhibitors |
- Sulfonamides: Acetazolamide
- Ethoxzolamide
- Sultiame
- Topiramate
- Zonisamide
|
Others |
- Albutoin
- Beclamide
- Brivaracetam
- Etiracetam
- Levetiracetam
- Perampanel
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
English Journal
- Crystal structure of 1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione: a clinically used anti-convulsant.
- Ordonez C1, Pavlovetc IM2, Khrustalev VN3.
- Acta crystallographica. Section E, Structure reports online.Acta Crystallogr Sect E Struct Rep Online.2014 Aug 1;70(Pt 9):o942-3. doi: 10.1107/S1600536814016717. eCollection 2014.
- In the title compound, C12H13NO2, the five-membered ring has an envelope conformation; the disubstituted C atom lies out of the mean plane through the four other ring atoms (r.m.s. deviation = 0.0038 Å) by 0.1877 (18) Å. The plane of the phenyl substituent is practically perpendicular to tha
- PMID 25309268
- How did phenobarbital's chemical structure affect the development of subsequent antiepileptic drugs (AEDs)?
- Bialer M1.
- Epilepsia.Epilepsia.2012 Dec;53 Suppl 8:3-11. doi: 10.1111/epi.12024.
- Phenobarbital has been in clinical use as an antiepileptic drug (AED) since 1912. The initial clinical success of phenobarbital and other barbiturates affected the design of subsequent AEDs (e.g., phenytoin, primidone, ethosuximide), developed between 1938 and 1962, the chemical structures of which
- PMID 23205958
- Symptoms and course of intoxication with mesuximide--a case report.
- Hoepner R1, May TW, Rambeck B, Ottenottebrock H, Valentin R, Brandt C.
- Epilepsy & behavior : E&B.Epilepsy Behav.2012 Sep;25(1):129-30. doi: 10.1016/j.yebeh.2012.06.011. Epub 2012 Jul 19.
- We report on a 31-year-old, female patient who presented with somnolence due to an intoxication by the antiepileptic drug, mesuximide (MSM). The serum concentration of its metabolite n-desmethyl-mesuximide (85.7 mg/L) was above the so-called therapeutic range (10-40 mg/L) but below the concentration
- PMID 22818365
Related Links
- Mesuximideとは?goo Wikipedia (ウィキペディア) 。出典:Wikipedia(ウィキペディア)フリー百科事典。 Mesuximideとは - goo Wikipedia (ウィキペディア) gooトップ サイトマップ スタートページに設定 RSS ヘルプ メニューへスキップ ...
- mesuximide methsuximide N,2-dimethyl-2-phenylsuccinimide Petinutin メサクシミド メスクシミド メトスクシミド 連想検索(共起語との組み合わせでGoogleを検索): エトスクシミド (Ethosuximide); サクシニミド (Succinimide); 抗痙攣薬 (); ...
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