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SML0011

Sigma-Aldrich

VAHA

≥98% (HPLC)

Sinônimo(s):

VAHA, Valproyl hydroxamic acid, VPA-HA

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About This Item

Fórmula empírica (Notação de Hill):
C8H17NO2
Número CAS:
106132-78-9
Peso molecular:
159.23
Número MDL:
MFCD12756348
Código UNSPSC:
12352200
ID de substância PubChem:
329825087
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

solubilidade

DMSO: ≥25 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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)

chave InChI

ROJGIRXXBBBMPL-UHFFFAOYSA-N

Aplicação

VAHA may be used in cell signaling studies.

Ações bioquímicas/fisiológicas

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

Características e benefícios

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302

Declarações de precaução

P264 - P270 - P301 + P312 - P501

Classificações de perigo

Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (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

Artigos

Histone Modification and Chromatin Remodeling | Epigenetics

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

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