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V4765

Sigma-Aldrich

Valnoctamide

≥98% (NMR)

Synonym(s):

2-ethyl-3-methyl-pentanamide, Axiquel, Nirvanil

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5 MG
$71.62
25 MG
$298.00

About This Item

Empirical Formula (Hill Notation):
C8H17NO
CAS Number:
4171-13-5
Molecular Weight:
143.23
MDL number:
MFCD00868184
UNSPSC Code:
12352200
PubChem Substance ID:
329829054
NACRES:
NA.77

$71.62

List price$77.60Save 8%
Web-Only Promotion

Available to ship onApril 10, 2025Details

Request a Bulk Order

assay

≥98% (NMR)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

SMILES string

CCC(C)C(CC)C(N)=O

InChI

1S/C8H17NO/c1-4-6(3)7(5-2)8(9)10/h6-7H,4-5H2,1-3H3,(H2,9,10)

InChI key

QRCJOCOSPZMDJY-UHFFFAOYSA-N

Application

Valnoctamide has been used:
  • as a mood stabilizer to study its anti-cytomegalovirus (anti-CMV) effects in newborn mice brain [1]
  • as a hypnotic sedative to study its cytotoxic effects on oligodendrocyte precursor cells (OPCs) and human oligodendroglioma cell line (HOG) [2]
  • as a mood stabilizer to study its effects on inhibition of human cytomegalovirus [3]

Biochem/physiol Actions

Valnoctamide exhibits anti-cytomegalovirus (anti-CMV) properties.[1] It has therapeutic effects against status epilepticus (SE) and neuropathic pain. Valnoctamide also shows therapeutic effects against bipolar disorders.[4]
Valproic acid (VPA) and derivatives such as valpromide and valnoctamide are anti-convulsant, mood stabilizing drugs, believed to function as indirect GABA agonists by inhibiting the transamination of GABA.

Features and Benefits

This compound is featured on the Glutamate/GABA Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, 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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Certificates of Analysis (COA)

Lot/Batch Number
0000194662
116M4751V
016M4728V
080M4749

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M Radatz et al.
Epilepsy research, 30(1), 41-48 (1998-04-29)
The teratogenic properties of valproic acid (VPA) and its analogues depend to a great extent on their chemical structure. We investigated the structure-teratogenicity relationships of VPA, its structural isomer, valnoctic acid (VCA), and their two amide analogues, valpromide (VPD) and
Valnoctamide and sec-butyl-propylacetamide (SPD) for acute seizures and status epilepticus
Shekh A T, et al.
Epilepsia, 54(29), 99-102 (2013)
F Pisani et al.
Epilepsia, 34(5), 954-959 (1993-09-01)
Six patients stabilized with carbamazepine (CBZ) therapy received an 8-day "add-on" supplement of valnoctamide (VCD), a tranquilizer available over the counter (OTC) in several European countries that exhibits promising anticonvulsant activity in animal models. During VCD intake, serum levels of
S Barel et al.
Clinical pharmacology and therapeutics, 61(4), 442-449 (1997-04-01)
To investigate the pharmacokinetics of the four stereoisomers of valnoctamide, a mild tranquilizer endowed with anticonvulsant properties. Racemic valnoctamide, 400 mg, was administered orally to seven healthy subjects and to six patients with epilepsy stabilized with long-term carbamazepine therapy. In
Valnoctamide inhibits cytomegalovirus infection in developing brain and attenuates neurobehavioral dysfunctions and brain abnormalities
Ornaghi S, et al.
The Journal of Neuroscience, 37(29), 6877-6893 (2017)
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Glutamate/GABA Synthesis & Metabolism

Glutamine's role in neurotransmitter synthesis and transport highlights its importance in neuronal function and glutamate production.

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