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4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide (CAS 193551-00-7)

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Alternate Names:
4-(dimethylamino)-N-(6-(hydroxyamino)-6-oxohexyl)benzamide
Application:
CAS Number:
193551-00-7
Purity:
>98%
Molecular Weight:
293.37
Molecular Formula:
C15H23N3O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide is a selective HDAC1 (histone deacetylase) inhibitor. It is very similar in structure to M 344 (sc-203124), and has similar potency to trapoxin A (sc-253730) and trapoxin B. Trichostatin A (sc-3511) is a more potent inhibitor of the HDAC enzyme, however this 4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide compound has equivalent selectivity and is much more cost-effective for the inhibition of HDAC. The deacetylation of histones by HDAC is associated with transcriptional silencing.


4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide (CAS 193551-00-7) References

  1. Amide analogues of trichostatin A as inhibitors of histone deacetylase and inducers of terminal cell differentiation.  |  Jung, M., et al. 1999. J Med Chem. 42: 4669-79. PMID: 10579829
  2. Histone deacetylases and ASYMMETRIC LEAVES2 are involved in the establishment of polarity in leaves of Arabidopsis.  |  Ueno, Y., et al. 2007. Plant Cell. 19: 445-57. PMID: 17293570
  3. Inhibitors of histone deacetylases: correlation between isoform specificity and reactivation of HIV type 1 (HIV-1) from latently infected cells.  |  Huber, K., et al. 2011. J Biol Chem. 286: 22211-8. PMID: 21531716
  4. Dissecting histone deacetylase role in pulmonary arterial smooth muscle cell proliferation and migration.  |  Galletti, M., et al. 2014. Biochem Pharmacol. 91: 181-90. PMID: 25063234
  5. Resveratrol regulates PTEN/Akt pathway through inhibition of MTA1/HDAC unit of the NuRD complex in prostate cancer.  |  Dhar, S., et al. 2015. Biochim Biophys Acta. 1853: 265-75. PMID: 25447541
  6. Flow-induced HDAC1 phosphorylation and nuclear export in angiogenic sprouting.  |  Bazou, D., et al. 2016. Sci Rep. 6: 34046. PMID: 27669993
  7. Role of histone deacetylase 1 in distant metastasis of pancreatic ductal cancer.  |  Shinke, G., et al. 2018. Cancer Sci. 109: 2520-2531. PMID: 29917299
  8. Valproic acid promotes the neuronal differentiation of spiral ganglion neural stem cells with robust axonal growth.  |  Moon, BS., et al. 2018. Biochem Biophys Res Commun. 503: 2728-2735. PMID: 30119886
  9. Developmental Programming of Thermonastic Leaf Movement.  |  Park, YJ., et al. 2019. Plant Physiol. 180: 1185-1197. PMID: 30948554
  10. miR-449a Repression Leads to Enhanced NOTCH Signaling in TMPRSS2:ERG Fusion Positive Prostate Cancer Cells.  |  Bauer, S., et al. 2021. Cancers (Basel). 13: PMID: 33669024
  11. Arabidopsis ASYMMETRIC LEAVES2 (AS2): roles in plant morphogenesis, cell division, and pathogenesis.  |  Machida, Y., et al. 2022. J Plant Res. 135: 3-14. PMID: 34668105
  12. Histone deacetylase-2 controls IL-1β production through the regulation of NLRP3 expression and activation in tuberculosis infection.  |  Moreira, JD., et al. 2022. iScience. 25: 104799. PMID: 35982796
  13. A mammalian histone deacetylase related to the yeast transcriptional regulator Rpd3p.  |  Taunton, J., et al. 1996. Science. 272: 408-11. PMID: 8602529

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide, 1 mg

sc-223859
1 mg
$39.00

4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide, 5 mg

sc-223859A
5 mg
$155.00

4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide, 10 mg

sc-223859B
10 mg
$272.00

4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide, 25 mg

sc-223859C
25 mg
$588.00

4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide, 60 mg

sc-223859D
60 mg
$1254.00

Is this inhibitor soluble in DMSO?

Asked by: Josimar
Thank you for your question. This biochemical is supplied as a crystalline solid. A stock solution may be made by dissolving the sc-223859 in an organic solvent purged with an inert gas. Suggested organic solvents include ethanol, DMSO, and dimethyl formamide (DMF). The solubility in these solvents is at least 1, 14, and 20 mg/ml, respectively. We do not recommend storing the aqueous solution for more than one day.
Answered by: Tech Service
Date published: 2019-09-11

Is this inhibitor selective only for HDAC1 or for HDAC class 1. Thank you for your kind response.

Asked by: Renata
Thank you for your question. sc-223859 is an inhibitor of histone deacetylase (HDAC1) with an IC50 value of 10 μM. It is for HDAC1, not for all the HDACs in class I (so, not for HDAC2, HDAC3 etc). Please contact Technical Service by phone, (800)-457-3801 option 2, email <scbt@scbt.com>, or by live chat directly on our website, www.scbt.com if you have any further questions.
Answered by: Tech Service
Date published: 2016-11-10
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Rated 5 out of 5 by from GallettiGalletti, M. et al. (PubMed 25063234) used the selective HDAC I inhibitor 4-(dimethylamino)-N-(6-(hydroxyamino)-6-oxohexyl)benzamide to demonstrate that HDAC1 is a major conductor of PDGF-induced patterning in pulmonary arterial hypertension-pulmonary artery smooth muscle cells. -SCBT Publication Review
Date published: 2015-02-12
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4-(dimethylamino)-N-[6-(hydroxyamino)-6-oxohexyl]-benzamide is rated 5.0 out of 5 by 1.
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