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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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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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Mood stabilizers inhibit cytomegalovirus infection
Ornaghi S, et al.
Virology, 499(29), 121-135 (2016)
M Bialer
Journal of controlled release : official journal of the Controlled Release Society, 62(1-2), 187-192 (1999-10-16)
Valproic acid (VPA) is one of the major antiepileptic drugs. However, its anticonvulsant potency is less than the other three major antiepileptic drugs. Furthermore, VPA causes two rare but severe side effects: teratogenicity and hepatotoxicity. We utilized pharmacokinetic considerations in
S Blotnik et al.
Drug metabolism and disposition: the biological fate of chemicals, 24(5), 560-564 (1996-05-01)
Valpromide (VPD) and valnoctamide (VCD) are amide derivatives of valproic acid (VPA), one of the major antiepileptic drugs (AEDs). In rodent models, both VPD and VCD are more potent as anticonvulsants than VPA. However, in humans, VPD served as a
Amidic derivatives of valproic acid as antiviral in HSV-1-infected oligodendrocytes.
Praena B, et al.
Antiviral Research, 54(29), 99-102 (2019)
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
View All Related Papers

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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