Valproic acid sodium salt An HDAC inhibitor with anticancer, anti-inflammatory and neuroprotective effects

Valproic acid sodium salt (CAS 1069-66-5)

Valproic acid sodium salt | CAS 1069-66-5 is rated 5.0 out of 5 by 1.
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Synonym: Sodium valproate, 2-Propylpentanoic acid . Na, Sodium 2-propylpentanoate
Application: An HDAC inhibitor with anticancer, anti-inflammatory and neuroprotective effects
CAS Number: 1069-66-5
Purity: ≥98%
Molecular Weight: 166.19
Molecular Formula: C8H15O2•Na
* Refer to Certificate of Analysis for lot specific data (including water content).
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Valproic Acid, Sodium Salt is a branched chain fatty acid which is reported to inhance central GABAergic neurotransmission and inhibit Sodium Channel Protein (Na+ channels). This compound is also reported to cause inositol depletion, activate the ERK pathway, inhibit GSK-3α and GSK-3β. Valproic Acid has been reported to be a potent inhibitor of HDAC (histone deacetylase) in vitro (IC50 = 400 μM for HDAC1), thereby relieving HDAC-dependent transcriptional repression and causes the hyperacetylation of histones in cultured cells. In animal studies, Valproic Acid has been observed to reduce tumor growth and metastasis formation. Additionally, Valproic Acid is reported to activate Wnt-dependent gene expression and to mimic trichostatin A (sc-3511) in the inhibition of histone deacetylase. This compound is also an inhibitor of the CYP2C9 enzyme.

Metabolites of Valproic Acid are also available as:
Valproic Acid (sc-213144)
3-Hydroxy Valproic Acid (sc-209599)
3-Keto Valproic Acid Sodium Salt (sc-216476)
4-Hydroxy Valproic Acid Sodium Salt (Mixture of Diastereomers) (sc-216870)
rac 5-Hydroxy Valproic Acid Sodium Salt (sc-208266)
Valproic Acid β-D-Glucuronide Allyl Ester (sc-220360)
Valproic Acid β-D-Glucuronide (sc-213145)

Labelled forms of Valproic Acid are available as:
Valproic Acid-d6 (sc-213146)
Valproic Acid-d6 β-D-Glucuronide (sc-220361)
rac 5-Hydroxy Valproic Acid-d7 Sodium Salt (sc-219789)


References

1. Della Paschoa, O E., et al., 1998. Modelling of the pharmacodynamic interaction between phenytoin and sodium valproate. British journal of pharmacology. 125(7): 1610-6. PMID: 9884091
2. Tunnicliff, G., et al., 1999. Actions of sodium valproate on the central nervous system. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 50(3): 347-65. PMID: 10574466
3. Phiel, C J., et al., 2001. Histone deacetylase is a direct target of valproic acid, a potent anticonvulsant, mood stabilizer, and teratogen. The Journal of biological chemistry. 276(39): 36734-41. PMID: 11473107
4. Göttlicher, M., et al., 2001. Valproic acid defines a novel class of HDAC inhibitors inducing differentiation of transformed cells. The EMBO journal. 20(24): 6969-78. PMID: 11742974
5. Gökçe, Selim., et al., 2010. Valproic acid-associated vanishing bile duct syndrome. Journal of child neurology. 25(7): 909-11. PMID: 20388938

Physical State :
Solid
Solubility :
Soluble in water (50 mg/ml), ethanol (~30 mg/ml), DMSO (50 mM), DMF (~5 mg/ml), and methanol.
Storage :
Store at 4° C
Melting Point :
>320° C
Refractive Index :
n20D ~1.44 (Predicted)
IC50 :
Aldehyde reductase: IC50 = 89 µM (pig); Histone deacetylase HD2: IC50 = 128 µM (Maize (Zea mays)); Aldose reductase: IC50 = 380 µM (rat); HDAC1: IC50 = 400 µM
Ki Data :
GABA-A receptor; anion channel: Ki>0.1 mM (human); GABA-A receptor; anion channel: Ki>0.1 mM (rat); CYP2C9 isoform: Ki= 0.6 mM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
YV7876000
PubChem CID :
16760703
Merck Index :
14:9913
MDL Number :
MFCD00078604
EC Number :
213-961-8
SMILES :
CCCC(CCC)C(=O)[O-].[Na+]

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Valproic acid sodium salt  Product Citations

See how others have used Valproic acid sodium salt. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 28153532  Segura-Ulate, I. et al. 2017. Neuropharmacology. 117: 149-157.

PMID: # 27343825  2016. Mol. Cell. Neurosci. 75: 27-35.

PMID: # 20381581  Liu, B. et al. 2010. Exp. Hematol. 38: 685-695.

PMID: # 14871994  Takai, N. et al. 2004. Clin. Cancer Res. 10: 1141-1149.

PMID: # 402258  Pinder, RM. et al. 1977. Drugs. 13: 81-123.

PMID: # 10812195  Johannessen, CU. et al. 2000 Aug-Sep. Neurochem. Int. 37: 103-110.

Citations 1 to 6 of 6 total

Please, What is the boiling point nd the temperature stability of the Valproic acid sodium salt? I'm having problems with hygroscopy. Can you suggest any solution? Thank you. I am sorry about my English, I am from Brazil.

Asked by: Karina
Thank you for your question. The Melting Point is for Valproic Acid Sodium Salt is 300°C, however we are unable to provide a boiling point temperature.
Answered by: Tech Service
Date published: 2018-05-29
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Rated 5 out of 5 by from Takai Takai, N. et al. (PubMed 14871994) investigated the effects of Valproic acid sodium salt (VPA), a HDAC inhibitor, against six endometrial cancer cell lines. VPA significantly inhibited human uterine tumor growth without toxic side effects. -SCBT Publication Review
Date published: 2015-07-02
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