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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

CBHA

Cayman Chemical Item Number 13172

Histone Deacetylase Inhibitor II; m-Carboxycinnamic Acid bis-Hydroxamide (CAS 174664-65-4)

CBHA (CAS 174664-65-4)

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Description

Histone deacetylase (HDAC) inhibitors hyperacetylate histones and increase transcriptional activity in selected genes. Importantly, HDAC inhibitors induce apoptosis in some cancer cells and show promise in the treatment of certain forms of cancer. CBHA is a potent HDAC inhibitor, exhibiting ID50 values of 0.01 and 0.07 μM in vitro for HDAC1 and HDAC3, respectively.1 CBHA also induces apoptosis in nine different neuroblastoma cell lines in culture (0.5-4.0 μM)2 and completely suppresses neuroblastoma tumor growth in SCID mice at 200 mg/kg.3 The efficacy of CBHA for suppressing tumor growth in mice is enhanced by the addition of retinoic acid.3

1 Richon, V.M., Emiliani, S., Verdin, E., et al. A class of hybrid polar inducers of transformed cell differentiation inhibits histone deacetylases. Proc Natl Acad Sci USA 95 3003-3007 (1998).

2 Glick, R.D., Swendeman, S.L., Coffey, D.C., et al. Hybrid polar histone deacetylase inhibitor induces apoptosis and CD95/CD95 ligand expression in human neuroblastoma. Cancer Res 59 4392-4399 (1999 Sep 1).

3 Coffey, D.C., Kutko, M.C., Glick, R.D., 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 61 3591-3594 (2001 May 1).

Synonyms
  • Histone Deacetylase Inhibitor II
  • m-Carboxycinnamic Acid bis-Hydroxamide
Formal Name N-​hydroxy-​3-​[3-​(hydroxyamino)-​3-​oxo-​1-​propen-​1-​yl]-​benzamide
CAS Number 174664-65-4
Molecular Formula C10H10N2O4
Formula Weight 222.2
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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ONC(=O)​\C=C/c1cccc(c1)​C(=O)​NO

Background Reading

Richon, V.M., Emiliani, S., Verdin, E., et al. A class of hybrid polar inducers of transformed cell differentiation inhibits histone deacetylases. Proc Natl Acad Sci USA 95 3003-3007 (1998).

Glick, R.D., Swendeman, S.L., Coffey, D.C., et al. Hybrid polar histone deacetylase inhibitor induces apoptosis and CD95/CD95 ligand expression in human neuroblastoma. Cancer Res 59 4392-4399 (1999 Sep 1).

Coffey, D.C., Kutko, M.C., Glick, R.D., 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 61 3591-3594 (2001 May 1).

CBHA is available in the following screening libraries:

Size Price Quantity Subtotal
5 mg $66.00 $0.00
10 mg $125.00 $0.00
25 mg $297.00 $0.00
50 mg $528.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-11. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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