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Merck

SML0011

Sigma-Aldrich

VAHA

≥98% (HPLC)

Synonym(e):

VAHA, Valproyl hydroxamic acid, VPA-HA

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About This Item

Empirische Formel (Hill-System):
C8H17NO2
CAS-Nummer:
Molekulargewicht:
159.23
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Löslichkeit

DMSO: ≥25 mg/mL

Lagertemp.

2-8°C

SMILES String

CCCC(CCC)C(=O)NO

InChI

1S/C8H17NO2/c1-3-5-7(6-4-2)8(10)9-11/h7,11H,3-6H2,1-2H3,(H,9,10)

InChIKey

ROJGIRXXBBBMPL-UHFFFAOYSA-N

Anwendung

VAHA may be used in cell signaling studies.

Biochem./physiol. Wirkung

Hydroxamic acid derivatives of valproic acid exhibit anticonvulsant activity with no teratogenic activity in mouse neural tube defect model. It is effective in the treatment of bipolar disorders.
VAHA (Valproyl hydroxamic acid) is an HDAC inhibitor with less activity than valproic acid against Class I enzymes but much greater Class II activity

Leistungsmerkmale und Vorteile

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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R Libert et al.
Biomedical & environmental mass spectrometry, 13(11), 599-603 (1986-11-01)
A previously unreported substance, detected by gas chromatography after oximation of urine from patients receiving valproic acid, was isolated and analysed by mass spectrometry and nuclear magnetic resonance spectroscopy. It was identified as the hydroxamate of valproic acid.
B J Eickholt et al.
Molecular pharmacology, 67(5), 1426-1433 (2005-02-03)
Inositol-1,4,5-trisphosphate (InsP3) depletion has been implicated in the therapeutic action of bipolar disorder drugs, including valproic acid (VPA). It is not currently known whether the effect of VPA on InsP3 depletion is related to the deleterious effects of teratogenicity or
Ute Gravemann et al.
Neurotoxicology and teratology, 30(5), 390-394 (2008-05-06)
Fluorinated and non-fluorinated valproic acid (VPA) analogues with hydroxamic acid moieties were tested for their teratogenic, anticonvulsant and neurotoxic potencies in mice. Compounds were synthesized from their corresponding acids. The induction of neural tube defects (exencephaly) of the resulting hydroxamates

Artikel

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

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