N-Hydroxy-N'-(3-pyridinyl)octanediamide

Names

[ Name ]:
N-Hydroxy-N'-(3-pyridinyl)octanediamide

[Synonym ]:
S2190_Selleck
N-Hydroxy-N'-3-pyridinyloctanediamide
N-Hydroxy-N'-(pyridin-3-yl)octanediamide
N1-Hydroxy-N8-3-pyridinyl-octanediamide
Octanediamide, N-hydroxy-N-3-pyridinyl-
N-Hydroxy-N'-(3-pyridinyl)octanediamide
pyroxamide
N-Hydroxy-N'-3-pyridinyl octane diamide

Biological Activity

[Description]:

Pyroxamide is a potent inhibitor of histone deacetylase 1 (HDAC1) with an ID50 of 100 nM. Pyroxamide can induce apoptosis and cell cycle arrest in leukemia.

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> HDAC

Signaling Pathways >> Epigenetics >> HDAC

[Target]

ID50: 100 nM[1]

[In Vitro]

Pyroxamide (1.25-20.0 μM; 24-72 hours) suppresses RD and RH30B cells growth, pyroxamide resulted in 44% dead cells for 72 h at 20.0 μM, results in 86% dead cells in culture[1]. Pyroxamide (10.0-20.0 μM; 48 hours) shows sub-G1 fractions of 45.0% and 72.3% at 10.0 and 20.0 μM, respectively[1]. Cell Viability Assay[2] Cell Line: RD cells; RH30B cells Concentration: 1.25-20.0 μM Incubation Time: 24 hours; 48 hours; 72 hours Result: Resulted in a cell growth decrease in RD and RH30B cells. Cell Cycle Analysis[2] Cell Line: RD cells; RH30B cells Concentration: 10.0 μM; 20.0 μM Incubation Time: 48 hours Result: Increased the sub-G1 fractions at 48 hours compared with control samples.

[References]

[1]. Butler LM, et al. Inhibition of transformed cell growth and induction of cellular differentiation by pyroxamide, an inhibitor of histone deacetylase. Clin Cancer Res. 2001 Apr;7(4):962-70.

[2]. Kutko MC, et al. Histone deacetylase inhibitors induce growth suppression and cell death in human rhabdomyosarcoma in vitro.Clin Cancer Res. 2003 Nov 15;9(15):5749-55.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Molecular Formula ]:
C₁₃H₁₉N₃O₃

[ Molecular Weight ]:
265.308

[ Exact Mass ]:
265.142639

[ PSA ]:
91.32000

[ LogP ]:
0.04

[ Appearance of Characters ]:
white to beige

[ Index of Refraction ]:
1.570

[ Storage condition ]:
?20°C

[ Water Solubility ]:
DMSO: soluble10mg/mL (clear solution)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2933399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Evaluation of histone deacetylase inhibitors (HDACi) as therapeutic leads for human African trypanosomiasis (HAT).

Bioorg. Med. Chem. 23 , 5151-5, (2015)

Two of the histone deacetylases, TbDAC1 and TbDAC3, have been reported to be essential genes in trypanosomes. Therefore, we tested the activity of a panel of human histone deacetylase inhibitors (HDAC...