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Merck

382185

HDAC Inhibitor XXII, NCH51

The HDAC Inhibitor XXII, NCH51, also referenced under CAS 848354-66-5, controls the biological activity of HDAC. This small molecule/inhibitor is primarily used for Cell Structure applications.

别名:

HDAC Inhibitor XXII, NCH51, Thioisobutyric acid(S-(6-(4-phenyl-2-thiazolylcarbamoyl)hexyl) ester

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关于此项目

经验公式(希尔记法):
C20H26N2O2S2
化学文摘社编号:
分子量:
390.56
UNSPSC Code:
12352200
MDL number:
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产品名称

HDAC Inhibitor XXII, NCH51, The HDAC Inhibitor XXII, NCH51, also referenced under CAS 848354-66-5, controls the biological activity of HDAC. This small molecule/inhibitor is primarily used for Cell Structure applications.

InChI

1S/C20H26N2O2S2/c1-15(2)19(24)25-13-9-4-3-8-12-18(23)22-20-21-17(14-26-20)16-10-6-5-7-11-16/h5-7,10-11,14-15H,3-4,8-9,12-13H2,1-2H3,(H,21,22,23)

InChI key

MDYDGUOQFUQOGE-UHFFFAOYSA-N

assay

≥97% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

Disclaimer

Toxicity: Regulatory Review (Z)

Other Notes

#31: Thiol - 7-Mercaptoheptanoic acid (4-phenyl-2-thiazolyl)amide
Sanda, T., et al. 2007. Leukemia21, 2344.
Suzuki, T., et al. 2007. Bioorg. Med. Chem. Lett.17, 1558.
Suzuki, T., et al. 2005. J. Med. Chem.48, 1019.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

General description

A cell-permeable S-isobutyryl prodrug that is processed intracellularly to form the potent HDAC inhibitor NCH-31 (IC50 = 48 and 170 nM, respectively, using partially purified HDAC1 or HeLa nuclear extract) that is predicted to exhibit a similar HADC binding mode as that of SAHA with its sulfhydryl replacing SAHA′s hydroxamate as the active-site zinc-targeting group. NCH-51 is shown to exhibit comparable antiproliferative (mean IC50 = 3.8 µM vs. 3.7 µM for SAHA; 48 h treatment) and apoptotic activity as SAHA against various cancer cell lines, but not PBMCs from 4 healthy individuals (IC50 >30 µM with either drug), and the antioxidant N-Acetyl-L-Cysteine (NAC; Cat. No. 106425) at 2 mM is reported to abolish the cell-growth inhibition caused by either 3 µM NCH-51 or SAHA in the Multiple Myeloma U266 cultures. Half-life in human plasma at 37 °C = 24 h.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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