View source for Valpromide

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 480482210
| ImageFile = Valpromide.svg
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 160
| ImageName = Skeletal formula of valpromide
| PIN = 2-Propylpentanamide<ref>{{cite web|title=dipropylacetamide - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/compound/71113|work=PubChem Compound|publisher=National Center for Biotechnology Information|access-date=21 February 2012|location=USA|date=24 June 2005|at=Identification and Related Records}}</ref>
|Section1={{Chembox Identifiers
| CASNo = 2430-27-5
| CASNo_Ref = {{cascite|changed|??}}
| PubChem = 71113
| ChemSpiderID = 64264
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| UNII = RUA6CWU76G
| UNII_Ref = {{fdacite|correct|FDA}}
| EINECS = 219-394-2
| DrugBank = DB04165
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| ChEBI = 74562
| KEGG = D02766
| KEGG_Ref = {{keggcite|changed|kegg}}
| MeSHName = dipropylacetamide
| ChEMBL = 93836
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| SMILES = CCCC(CCC)C(N)=O
| StdInChI = 1S/C8H17NO/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H2,9,10)
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = OMOMUFTZPTXCHP-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
|Section2={{Chembox Properties
| C=8 | H=17 | N=1 | O=1
| Appearance = White crystals
| MeltingPtC = 125
| LogP = 2.041
}}
|Section6={{Chembox Pharmacology
| ATCCode_prefix = N03
| ATCCode_suffix = AG02
}}
|Section7={{Chembox Hazards
| GHSPictograms = {{GHS exclamation mark}}
| GHSSignalWord = '''WARNING'''
| HPhrases = {{H-phrases|302}}
| LD50 = {{Unbulleted list|438 mg kg<sup>−1</sup> <small>(intraperitoneal, mouse)</small>|890.0 mg kg<sup>−1</sup> <small>(oral, rat)</small>}}
}}
|Section8={{Chembox Related
| OtherFunction_label = [[amide]]s
| OtherFunction = [[Valnoctamide]]
| OtherCompounds = 
}}
}}
'''Valpromide''' (marketed as '''Depamide''' by [[Sanofi-Aventis]]) is a [[carboxamide]] derivative of [[valproic acid]] used in the treatment of [[epilepsy]] and some [[affective disorder]]s. It is rapidly metabolised (80%) to [[valproic acid]] (another [[anticonvulsant]]) but has anticonvulsant properties itself. It may produce more stable plasma levels than valproic acid or [[sodium valproate]] and may be more effective at preventing febrile seizures. However, it is over one hundred times more potent as an inhibitor of liver microsomal [[epoxide hydrolase]]. This makes it incompatible with [[carbamazepine]] and can affect the ability of the body to remove other toxins. Valpromide is no safer during pregnancy than valproic acid.

Valpromide is formed through the reaction of valproic acid and [[ammonia]] via an intermediate [[acid chloride]].

In pure form, valpromide is a white crystalline powder and has a melting point 125–126&nbsp;°C. It is soluble only in hot water. It is available on the market in some European countries.

==See also==
* [[Valproate pivoxil]]
* [[Valnoctamide]]
* [[Carbromide]]
* [[Ibrotamide]]

==References==
* ''The Medical Treatment of Epilepsy'' by Stanley R Resor. Published by Marcel Dekker (1991). {{ISBN|0-8247-8549-5}}.
* ''Hydrolysis in Drug and Prodrug Metabolism: Chemistry, Biochemistry, and Enzymology'' by Bernard Testa, Joachim M. Mayer (2003). {{ISBN|3-906390-25-X}}.
* ''In Vitro Methods in Developmental Toxicology'' by Gary L Kimmel, Devendra M Kochhar, Baumann (1989). {{ISBN|0-8493-6919-3}}.
{{Reflist}}


{{Anticonvulsants}}
{{Mood stabilizers}}
{{GABA metabolism and transport modulators}}
{{HDAC inhibitors}}
{{Ion channel modulators}}

[[Category:Anticonvulsants]]
[[Category:GABA analogues]]
[[Category:GABA transaminase inhibitors]]
[[Category:Histone deacetylase inhibitors]]
[[Category:Mood stabilizers]]
[[Category:Carboxamides]]


{{anticonvulsant-stub}}