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V4765

Sigma-Aldrich

Valnoctamide

≥98% (NMR)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C8H17NO
CAS-Nummer:
4171-13-5
Molekulargewicht:
143.23
MDL-Nummer:
MFCD00868184
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329829054
NACRES:
NA.77

Assay

≥98% (NMR)

Form

powder

Lagerbedingungen

desiccated

Farbe

white to off-white

Löslichkeit

DMSO: 20 mg/mL, clear

Lagertemp.

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)

InChIKey

QRCJOCOSPZMDJY-UHFFFAOYSA-N

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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
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
H Steve White et al.
Epilepsia, 53(1), 134-146 (2011-12-14)
sec-Butyl-propylacetamide (SPD) is a one-carbon homolog of valnoctamide (VCD), a central nervous system (CNS)-active amide derivative of valproic acid (VPA) currently in phase II clinical trials. The study reported herein evaluated the anticonvulsant activity of SPD in a battery of
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Artikel

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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