Structure via PubChem · Public domain (PubChem)
Valpromide
Sign in to saveAlso known as VPM, VPD, 2-ethylvaleramide, Depamide
Valpromide (marketed as Depamide by Sanofi-Aventis) is a carboxamide derivative of valproic acid used in the treatment of epilepsy and some affective disorders. 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
Chemical data
- Formula
- C8H17NO
- Molecular weight
- 143.23 g/mol
- IUPAC name
- 2-propylpentanamide
- SMILES
- CCCC(CCC)C(=O)N
- InChIKey
- OMOMUFTZPTXCHP-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 43.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- epilepsy
via ChEMBL · EBI
Research
237 papers- Valproate, divalproex, valpromide: Are the differences in indications justified?Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie · 2023
- Clinical pharmacology of valpromide.Clinical pharmacokinetics · 1991
- [Lower limb edema during valpromide treatment: case report and literature review].La Revue de medecine interne · 2015
- Valpromide Inhibits Lytic Cycle Reactivation of Epstein-Barr Virus.mBio · 2016
- Corrigendum to "Valproate, divalproex, valpromide: Are the differences in indications justified?" [Biomed. Pharmacother., 158 (2023) 114051].Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie · 2023
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 143.131
Show 6 more facts
- chemical formula
- C₈H₁₇NO
- canonical SMILES
- CCCC(CCC)C(=O)N
- subject has role
- anticonvulsant agent
- melting point
- 125
- has characteristic
- bitterness
- Commons category
- Valpromide
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Valpromide (marketed as Depamide by Sanofi-Aventis) is a carboxamide derivative of valproic acid used in the treatment of epilepsy and some affective disorders. 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.
Excerpted from Wikipedia’s “Valpromide” article, available under the CC BY-SA 4.0 licence.