Paramethadione: Difference between revisions

Jump to navigation Jump to search
VisualWikitext
m (Robot: Automated text replacement (-{{reflist}} +{{reflist|2}}, -<references /> +{{reflist|2}}, -{{WikiDoc Cardiology Network Infobox}} +))
No edit summary
Line 1: Line 1:
{{drugbox
{{Drugbox
| IUPAC_name = 5-ethyl-3,5-dimethyl-oxazolidine-2,4-dione
| verifiedrevid = 416113944
| IUPAC_name = (''RS'')-5-ethyl-3,5-dimethyl-oxazolidine-2,4-dione
| image = Paramethadione.svg
| image = Paramethadione.svg
| 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 = APRD00236
| 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
| bioavailability =  
| smiles = O=C1N(C(=O)OC1(C)CC)C
| protein_bound = Not significant
| InChI = 1/C7H11NO3/c1-4-7(2)5(9)8(3)6(10)11-7/h4H2,1-3H3
| metabolism =  
| InChIKey = VQASKUSHBVDKGU-UHFFFAOYAM
| elimination_half-life =
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| excretion =
| StdInChI = 1S/C7H11NO3/c1-4-7(2)5(9)8(3)6(10)11-7/h4H2,1-3H3
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| pregnancy_US = D
| StdInChIKey = VQASKUSHBVDKGU-UHFFFAOYSA-N
| pregnancy_category =  
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
| legal_UK = <!-- GSL / P / POM / CD -->
| legal_US = <!-- OTC / Rx-only -->
| legal_status =
| routes_of_administration =  
}}
}}
'''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>
'''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}}
{{reflist}}


==External links==
==External links==
* {{DiseasesDB|33106}}
* {{DiseasesDB|33106}}
* {{cite journal | last = Hoffman | first = D | coauthors = 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}}
* {{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:Oxazolidinediones]]


{{anticonvulsant-stub}}
{{anticonvulsant-stub}}
{{WikiDoc Sources}}

Revision as of 18:07, 9 April 2015

Paramethadione
File:Paramethadione.svg
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
Pregnancy
category
  • US: D (Evidence of risk)
ATC code
Pharmacokinetic data
Protein bindingNot significant
Identifiers
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
FormulaC7H11NO3
Molar mass157.167 g/mol
3D model (JSmol)
  (verify)

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.

References

  1. ↑ 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.

Template:Anticonvulsants


Space-filling model of phenobarbital, the most widely-used anticonvulsant in the world  This anticonvulsant-related article is a stub. You can help Wikipedia by expanding it.
Retrieved from "https://www.wikidoc.org/index.php?title=Paramethadione&oldid=1085509"