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V3640

Sigma-Aldrich

Valpromide

≥97% (NMR)

Synonyma:

2-Propylvaleramide, 2-propyl-pentanamide, Depamid, Depamide, Di-n-propylacetamide, Dipropylacetamide

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About This Item

Empirický vzorec (Hillův zápis):
C8H17NO
Číslo CAS:
2430-27-5
Molekulová hmotnost:
143.23
MDL number:
MFCD00051534
UNSPSC Code:
12352200
PubChem Substance ID:
329829044
NACRES:
NA.77

Quality Level

100

assay

≥97% (NMR)

form

powder

color

white to off-white

solubility

DMSO: >10 mg/mL

originator

Sanofi Aventis

storage temp.

room temp

SMILES string

CCCC(CCC)C(N)=O

InChI

1S/C8H17NO/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H2,9,10)

InChI key

OMOMUFTZPTXCHP-UHFFFAOYSA-N

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Application

Valpromide has been used to pretreat NIH/3T3 cells to test its effect on cytomegalovirus (CMV) viral replication. It has also been used to test its antiviral functionality in herpes simplex virus type 1 (HSV-1) infected human oligodendroglioma (HOG) cells. It may be used to test its effect on apoptosis induction in astrocytes.

Biochem/physiol Actions

Valpromide (VPD) is a derivative of valproic acid (VPA) and is used as an antiepileptic drug. It is hydrolyzed quickly to VPA in vivo, but has intrinsic anticonvulsant activity.
Valpromide possesses antipsychotic property. It lacks the toxic and teratogenic effects of valproic acid. It also lacks the histone deacetylase (HDAC) inhibitory activity of valproic acid.

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Osvědčení o analýze (COA)

Lot/Batch Number
0000230385
0000230384
101M4710V
0000165455
079K47262

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Valproic Acid, Sodium Salt A cell-permeable, short-chained fatty acid that inhibits histone deacetylase (IC₅₀ = 400 µM for HDAC1).

Sigma-Aldrich

676380

Valproic Acid, Sodium Salt

Octanoic acid analytical standard

Supelco

21639

Octanoic acid

cis-Stilbene oxide 97%

Sigma-Aldrich

308323

cis-Stilbene oxide

Sodium valproate European Pharmacopoeia (EP) Reference Standard

S0930000

Sodium valproate

Hydrobenzoin

Sigma-Aldrich

301426

Hydrobenzoin

Betaine ≥98% (perchloric acid titration)

Sigma-Aldrich

B2629

Betaine

Cheng-Wei Li et al.
PloS one, 13(8), e0202537-e0202537 (2018-08-23)
Epstein-Barr virus (EBV), also known as human herpesvirus 4, is prevalent in all human populations. EBV mainly infects human B lymphocytes and epithelial cells, and is therefore associated with their various malignancies. To unravel the cellular mechanisms during the infection
Karine Cambon et al.
Molecular therapy. Methods & clinical development, 5, 259-276 (2017-06-13)
Huntington's disease (HD) is an autosomal dominant neurodegenerative disorder resulting from a polyglutamine expansion in the huntingtin (HTT) protein. There is currently no cure for this disease, but recent studies suggest that RNAi to downregulate the expression of both normal
Valproic acid induces apoptosis in differentiating hippocampal neurons by the release of tumor necrosis factor-alpha from activated astrocytes
Wang C, et al.
Neuroscience Letters, 497(2), 122-127 (2011)
J A Shimshoni et al.
Molecular pharmacology, 71(3), 884-892 (2006-12-15)
Valproic acid (VPA) is an effective antiepileptic drug with an additional activity for the treatment of bipolar disorder. It has been assumed that both activities arise from a common target. At the molecular level, VPA targets a number of distinct
M Bialer
Clinical pharmacokinetics, 20(2), 114-122 (1991-02-01)
Valpromide has been used as an antiepileptic and antipsychotic drug for the past 25 years in several European countries. Unlike its corresponding acid, valproic acid, whose pharmacokinetics have been quite extensively reviewed, and despite years of clinical use, it appears
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