Paramethadione: Difference between revisions
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{{ | {{Drugbox | ||
| IUPAC_name = 5-ethyl-3,5-dimethyl-oxazolidine-2,4-dione | | verifiedrevid = 416113944 | ||
| image = Paramethadione. | | IUPAC_name = (''RS'')-5-ethyl-3,5-dimethyl-oxazolidine-2,4-dione | ||
| image = Paramethadione.png | |||
| width = 250px | |||
| imagename = 1 : 1 mixture (racemate) | |||
| drug_name = Paramethadione | |||
<!--Clinical data--> | |||
| tradename = | |||
| Drugs.com = {{drugs.com|CONS|paramethadione}} | |||
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | |||
| pregnancy_US = D | |||
| pregnancy_category = | |||
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 --> | |||
| legal_UK = <!-- GSL / P / POM / CD --> | |||
| legal_US = <!-- OTC / Rx-only --> | |||
| legal_status = | |||
| routes_of_administration = | |||
<!--Pharmacokinetic data--> | |||
| bioavailability = | |||
| protein_bound = Not significant | |||
| metabolism = | |||
| elimination_half-life = | |||
| excretion = | |||
<!--Identifiers--> | |||
| CASNo_Ref = {{cascite|correct|CAS}} | |||
| CAS_number = 115-67-3 | | CAS_number = 115-67-3 | ||
| ATC_prefix = N03 | | ATC_prefix = N03 | ||
| ATC_suffix = AC01 | | ATC_suffix = AC01 | ||
| ATC_supplemental = | | ATC_supplemental = | ||
| PubChem = 8280 | | PubChem = 8280 | ||
| DrugBank = | | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | ||
| C = 7 | H = 11 | N = 1 | O = 3 | | DrugBank = DB00617 | ||
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | |||
| ChemSpiderID = 7979 | |||
| UNII_Ref = {{fdacite|correct|FDA}} | |||
| UNII = Z615FRW64N | |||
| KEGG_Ref = {{keggcite|correct|kegg}} | |||
| KEGG = D00495 | |||
| ChEMBL_Ref = {{ebicite|correct|EBI}} | |||
| ChEMBL = 1100 | |||
<!--Chemical data--> | |||
| C=7 | H=11 | N=1 | O=3 | |||
| molecular_weight = 157.167 g/mol | | molecular_weight = 157.167 g/mol | ||
| | | smiles = O=C1N(C(=O)OC1(C)CC)C | ||
| InChI = 1/C7H11NO3/c1-4-7(2)5(9)8(3)6(10)11-7/h4H2,1-3H3 | |||
| | | InChIKey = VQASKUSHBVDKGU-UHFFFAOYAM | ||
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | |||
| StdInChI = 1S/C7H11NO3/c1-4-7(2)5(9)8(3)6(10)11-7/h4H2,1-3H3 | |||
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | |||
| | | StdInChIKey = VQASKUSHBVDKGU-UHFFFAOYSA-N | ||
| | |||
| | |||
| | |||
| | |||
| | |||
}} | }} | ||
'''Paramethadione''' is an [[anticonvulsant]] in the [[oxazolidinedione]] class. It is associated with [[fetal trimethadione syndrome]], which is also known as paramethadione syndrome.<ref> [http://www.nlm.nih.gov/cgi/jablonski/syndrome_cgi?term=paramethadione+syndrome&field=name Multiple Congenital Anomaly/Mental Retardation (MCA/MR) Syndromes] - Retrieved January 2007.</ref> | __NOTOC__ | ||
{{SI}} | |||
{{CMG}} | |||
==Overview== | |||
'''Paramethadione''' is an [[anticonvulsant]] in the [[oxazolidinedione]] class. It is associated with [[fetal trimethadione syndrome]], which is also known as paramethadione syndrome.<ref>[http://www.nlm.nih.gov/cgi/jablonski/syndrome_cgi?term=paramethadione+syndrome&field=name Multiple Congenital Anomaly/Mental Retardation (MCA/MR) Syndromes] - Retrieved January 2007.</ref> | |||
==Chemistry== | |||
Paramethadione, 5-ethyl-3,5-dimethyloxazolidine-2,4-dione, differs from [[trimethadione]] only in the substitution of one methyl group with an ethyl group. It is synthesized in a completely analogous manner, except that it comes from 2-hydroxy-2-methylbutyric acid instead of 2-hydroxyisobutyric acid. | |||
*M.A. Spielman, {{US Patent|2575693}} (1951). | |||
==References== | ==References== | ||
{{ | {{Reflist|2}} | ||
==External links== | ==External links== | ||
* {{DiseasesDB|33106}} | * {{DiseasesDB|33106}} | ||
* {{cite journal | last = Hoffman | first = D | | * {{cite journal | last = Hoffman | first = D |author2=Chun A | title = Paramethadione and metabolite serum levels in humans after a single oral paramethadione dose | journal = J Pharm Sci | volume = 64 | issue = 10 | pages = 1702–1703 | year = 1975 | pmid = 1185541 | doi = 10.1002/jps.2600641027}} | ||
{{Anticonvulsants}} | {{Anticonvulsants}} | ||
[[Category:Drug]] | |||
{{anticonvulsant-stub}} | {{anticonvulsant-stub}} | ||
Latest revision as of 18:09, 9 April 2015
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| Clinical data | |
|---|---|
| AHFS/Drugs.com | Micromedex Detailed Consumer Information |
| Pregnancy category |
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| ATC code | |
| Pharmacokinetic data | |
| Protein binding | Not significant |
| Identifiers | |
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| CAS Number | |
| PubChem CID | |
| DrugBank | |
| ChemSpider | |
| UNII | |
| KEGG | |
| ChEMBL | |
| E number | {{#property:P628}} |
| ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value). |
| Chemical and physical data | |
| Formula | C7H11NO3 |
| Molar mass | 157.167 g/mol |
| 3D model (JSmol) | |
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]
Overview
Paramethadione is an anticonvulsant in the oxazolidinedione class. It is associated with fetal trimethadione syndrome, which is also known as paramethadione syndrome.[1]
Chemistry
Paramethadione, 5-ethyl-3,5-dimethyloxazolidine-2,4-dione, differs from trimethadione only in the substitution of one methyl group with an ethyl group. It is synthesized in a completely analogous manner, except that it comes from 2-hydroxy-2-methylbutyric acid instead of 2-hydroxyisobutyric acid.
- M.A. Spielman, Template:US Patent (1951).
References
- ↑ Multiple Congenital Anomaly/Mental Retardation (MCA/MR) Syndromes - Retrieved January 2007.
External links
- Template:DiseasesDB
- Hoffman, D; Chun A (1975). "Paramethadione and metabolite serum levels in humans after a single oral paramethadione dose". J Pharm Sci. 64 (10): 1702–1703. doi:10.1002/jps.2600641027. PMID 1185541.
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