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Merck
CN

V4765

Valnoctamide

≥98% (NMR)

Synonym(s):

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

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About This Item

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

Key Documents

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Product Name

Valnoctamide, ≥98% (NMR)

InChI key

QRCJOCOSPZMDJY-UHFFFAOYSA-N

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)

assay

≥98% (NMR)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

Quality Level

100

Related Categories

Application

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

Biochem/physiol Actions

Valnoctamide exhibits anti-cytomegalovirus (anti-CMV) properties. It has therapeutic effects against status epilepticus (SE) and neuropathic pain. Valnoctamide also shows therapeutic effects against bipolar disorders.
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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000194662
0000194662
0000072974
0000058056
0000058057

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F Pisani et al.
British journal of clinical pharmacology, 34(1), 85-87 (1992-07-01)
The effect of the valpromide isomer valnoctamide (VCD, 200 mg three times daily for 8 days), an over-the-counter tranquillizer, on the elimination kinetics of a single oral dose of carbamazepine-10, 11-epoxide (CBZ-E, 100 mg) was investigated in healthy subjects. During
Nina Isoherranen et al.
Pharmaceutical research, 20(8), 1293-1301 (2003-09-02)
Racemic valnoctamide (VCD) is a central nervous system-active drug commercially available in Europe. VCD possesses two chiral centers and, therefore, it exists as a mixture of four stereoisomers. The purpose of this study was to evaluate the anticonvulsant activity 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)
A Haj-Yehia et al.
Journal of pharmaceutical sciences, 77(10), 831-834 (1988-10-01)
Valnoctamide (2-ethyl-3-methylpentanamide; VCD), an isomer of valpromide possessing both anxiolytic and antiepileptic properties, has been used as a tranquilizer in the treatment of anxiety and tension. As VCD is an isomer of valpromide (VPD), which is used both as an
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Articles

Glutamate/GABA Synthesis & Metabolism

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

谷氨酸/GABA合成和代谢

谷氨酰胺是谷氨酸和GABA生物合成的常用前体。谷氨酰胺可以利用不同的谷氨酰胺载体在神经元和星形胶质细胞进行细胞内外转运。神经递质谷氨酸可以通过磷酸盐活化的谷氨酰胺酶的作用从谷氨酰胺合成。

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