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CBHA

Catalog No.
C4327
HDAC inhibitor
Grouped product items
SizePriceStock Qty
5mg
$122.00
Ship with 5-10 days
10mg
$231.00
Ship with 5-10 days
25mg
$364.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

CBHA is a potent and selective inhibitor with ID50 values of 0.01 and 0.07 μM for HDAC1 and HDAC3, respectively [1].

Histone deacetylases (HDACs) are a class of enzymes that remove acetyl groups from lysine amino acid on histone, allowing the histones to wrap the DNA more tightly. HDAC inhibitors hyperacetylate histones and increase transcriptional activity in target genes. HDAC inhibitors have both apoptotic and differentiating effects on various tumor cells [2].

M-carboxycinnamic acid bishydroxamide (CBHA) is a potent and selective HDAC inhibitor. CBHA is a hybrid polar compound that is synthesized to induce terminal differentiation and/or apoptosis in various transformed cells. In MEL cells, CBHA caused accumulation of acetylated histone H4 [1]. In neuroblastoma cell lines, CBHA induced acetylated histone H3 and H4 accumulation. CBHA also led to extensive cell death with LD50 ranged between 1 μM and 4 μM, and induced apoptosis [2].

In human neuroblastoma xenograft SCID mice, CBHA (100 mg/kg and 200 mg/kg) resulted in reductions of average final tumor volume of ~50% and 75%, respectively [3].

References:
[1].  Richon VM1, Emiliani S, Verdin E, et al. A class of hybrid polar inducers of transformed cell differentiation inhibits histone deacetylases. Proc Natl Acad Sci U S A. 1998 Mar 17;95(6):3003-7.
[2].  Glick RD1, Swendeman SL, Coffey DC, et al. Hybrid polar histone deacetylase inhibitor induces apoptosis and CD95/CD95 ligand expression in human neuroblastoma. Cancer Res. 1999 Sep 1;59(17):4392-9.
[3].  Coffey DC, Kutko MC, Glick RD, et al. The histone deacetylase inhibitor, CBHA, inhibits growth of human neuroblastoma xenografts in vivo, alone and synergistically with all-trans retinoic acid. Cancer Res. 2001 May 1;61(9):3591-4.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt222.2
Cas No.174664-65-4
FormulaC10H10N2O4
SynonymsHistone Deacetylase Inhibitor II,m-Carboxycinnamic Acid bis-Hydroxamide
Solubility≤20mg/ml in DMSO;20mg/ml in dimethyl formamide
Chemical NameN-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-benzamide
SDFDownload SDF
Canonical SMILESONC(=O)\C=C/c1cccc(c1)C(=O)NO
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

CBHA