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Merck

V4765

Sigma-Aldrich

Valnoctamide

≥98% (NMR)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H17NO
Número de CAS:
Peso molecular:
143.23
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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Quality Level

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

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storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

mol wt

average Mn 5,000

mol wt

average Mn 10,000

mol wt

average Mn 10,000

mol wt

average Mn 5,000

color

off-white to yellow

color

off-white to yellow

color

off-white to beige

color

off-white to beige

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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

signalword

Warning

hcodes

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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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
Valnoctamide and sec-butyl-propylacetamide (SPD) for acute seizures and status epilepticus
Shekh A T, et al.
Epilepsia, 54(29), 99-102 (2013)
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
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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