V4765

Sigma-Aldrich

Valnoctamide

≥98% (NMR)

Sinónimos:
2-ethyl-3-methyl-pentanamide, Axiquel, Nirvanil
Empirical Formula (Hill Notation):
C8H17NO
Número de CAS:
Peso molecular:
143.23
MDL number:
PubChem Substance ID:
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

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
  • 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

Packaging

5, 25 mg in glass bottle

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

signalword

Warning

hcodes

Hazard Codes

Xn

Risk Statement

22

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

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...
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...
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)
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...
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...
Artículos
Glutamine is a common precursor for the biosynthesis of both glutamate and GABA. Glutamine can be transported in and out of neurons and astrocytes utilizing different glutamine carriers. The neurotransmitter glutamate can be synthesized from glutamine by the action of phosphate-activated glutaminase.
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