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Pimelic Diphenylamide 106 Exclusive

Cayman Chemical Item Number 13212

(CAS 937039-45-7)

Pimelic Diphenylamide 106 (CAS 937039-45-7)

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Description

Pimelic diphenylamide 106 is a slow, tight-binding inhibitor of class I histone deacetylases (HDACs).1 Unlike the HDAC inhibitor suberoylanilide hydroamic acid, which has a fast-on/fast-off HDAC binding rate, pimelic diphenylamide 106 progressively binds HDACs and remains bound after wash-out. As a result, the IC50 of pimelic diphenylamide 106 decreases over time. With prolonged preincubation (1-3 hours), pimelic diphenylamide inhibits the class I HDACs (IC50 = 150, 760, 370, and 5,000 nM for HDAC1, 2, 3, and 8, respectively) but not the class II HDACs (IC50 > 180 μM for HDAC4, 5, and 7).1 Pimelic diphenylamide 106 and related benzamide HDAC inhibitors may have therapeutic value in Friedrich’s ataxia1,2,3 and Huntington’s disease,4 in part due to their low animal toxicity.

1 Chou, C.J., Herman, D., and Gottesfeld, J.M. Pimelic diphenylamide 106 is a slow, tight-binding inhibitor of class I histone deacetylases. J Biol Chem 283(51) 35402-35409 (2008).

2 Rai, M., Soragni, E., Jenssen, K., et al. HDAC inhibitors correct frataxin deficiency in a Friedreich ataxia mouse model. PLoS One 3(4) (2008).

3 Herman, D., Jenssen, K., Burnett, R., et al. Histone deacetylase inhibitors reverse gene silencing in Friedreich’s ataxia. Nat Chem Biol 2(10) 551-558 (2006).

4 Thomas, E.A., Coppola, G., Desplats, P.A., et al. The HDAC inhibitor 4b ameliorates the disease phenotype and transcriptional abnormalities in Huntington’s disease transgenic mice. Proc Natl Acad Sci USA 105(40) 15564-15569 (2008).

Formal Name N1-​(2-​aminophenyl)-​N7-​(4-​methylphenyl)-​heptanediamide
CAS Number 937039-45-7
Molecular Formula C20H25N3O2
Formula Weight 339.5
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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O=C(CCCCCC(=O)​Nc1ccccc1N)​Nc1ccc(C)​cc1

Background Reading

Thomas, E.A., Coppola, G., Desplats, P.A., et al. The HDAC inhibitor 4b ameliorates the disease phenotype and transcriptional abnormalities in Huntington’s disease transgenic mice. Proc Natl Acad Sci USA 105(40) 15564-15569 (2008).

Chou, C.J., Herman, D., and Gottesfeld, J.M. Pimelic diphenylamide 106 is a slow, tight-binding inhibitor of class I histone deacetylases. J Biol Chem 283(51) 35402-35409 (2008).

Rai, M., Soragni, E., Jenssen, K., et al. HDAC inhibitors correct frataxin deficiency in a Friedreich ataxia mouse model. PLoS One 3(4) (2008).

Herman, D., Jenssen, K., Burnett, R., et al. Histone deacetylase inhibitors reverse gene silencing in Friedreich’s ataxia. Nat Chem Biol 2(10) 551-558 (2006).

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Pimelic Diphenylamide 106 is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $46.00 $0.00
5 mg $207.00 $0.00
10 mg $368.00 $0.00
25 mg $805.00 $0.00
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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 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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