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CBHA (Synonyms: Histone Deacetylase Inhibitor II,m-Carboxycinnamic Acid bis-Hydroxamide)

Catalog No.GC14058

CBHA is a potent HDAC inhibitor, exhibiting ID50 values of 10 and 70 nM in vitro for HDAC1 and HDAC3, respectively. CBHA also induces apoptosis and suppresses tumor growth.

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CBHA Chemical Structure

Cas No.: 174664-65-4

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Sample solution is provided at 25 µL, 10mM.

Product Documents

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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

Cas No. 174664-65-4 SDF
Synonyms Histone Deacetylase Inhibitor II,m-Carboxycinnamic Acid bis-Hydroxamide
Chemical Name N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-benzamide
Canonical SMILES ONC(=O)\C=C/c1cccc(c1)C(=O)NO
Formula C10H10N2O4 M.Wt 222.2
Solubility DMF: 20 mg/mL; DMSO: 25 mg/mL; DMSO:PBS (pH 7.2)(1:5): 0.15 mg/mL Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 4.5005 mL 22.5023 mL 45.0045 mL
5 mM 0.9001 mL 4.5005 mL 9.0009 mL
10 mM 0.45 mL 2.2502 mL 4.5005 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 5 reference(s) in Google Scholar.)

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