PTACH (also known as NCH-51), a SAHA analog, is a novel and potent inhibitor of human histone deacetylase (HDAC). PTACH exhibits strong growth inhibition against a range of human cancer cell types, with EC50 values between 1 and 10 μM. Histone deacetylase (HDAC) inhibitor NCH-51, PTACH. More successfully than SAHA, NCH-51 could induce apoptosis in a range of lymphoid malignant cell types. NCH-51 increased the protein level of antioxidant molecules such as glutathione S-transferase and peroxiredoxins 1 and 2. By maintaining ROS at a level higher than SAHA, NCH-51 demonstrates cytotoxicity.

Physicochemical Properties

Molecular Formula	C20H26N2O2S2
Molecular Weight	390.56264257431
Exact Mass	390.143
Elemental Analysis	C, 61.51; H, 6.71; N, 7.17; O, 8.19; S, 16.42
CAS #	848354-66-5
PubChem CID	11395181
Appearance	White to off-white solid powder
Density	1.2±0.1 g/cm3
Index of Refraction	1.588
LogP	5.49
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	11
Heavy Atom Count	26
Complexity	440
Defined Atom Stereocenter Count	0
SMILES	O=C(C(C)C)SCCCCCCC(NC1SC=C(C2C=CC=CC=2)N=1)=O
InChi Key	MDYDGUOQFUQOGE-UHFFFAOYSA-N
InChi Code	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)
Chemical Name	S-[7-oxo-7-[(4-phenyl-1,3-thiazol-2-yl)amino]heptyl] 2-methylpropanethioate
Synonyms	NCH-51; NCH 51; NCH51. PTACH
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	HDAC1 ( IC50 = 48 nM ); HDAC4 ( IC50 = 32 nM ); HDAC6 ( IC50 = 41 nM ); HIV-1
ln Vitro	PTACH (compound 51) treatment increases p21WAF1/CIP1 and acetylated histone H4 levels in a dose-dependent manner[1]. PTACH (compound 51) exhibits robust activity in the assay for inhibiting the growth of cancer cells. At EC50 values of 2.3 μM, 9.1 μM, 3.0 μM, 2.6 μM, 1.1 μM, 4.5 μM, 2.4 μM, 5.0 μM, and 4.5 μM for MDA-MB-231, SNB-78, HCT116, NCI-H226, LOX-IMVI, SK-OV-3, RXF-631L, St-4, and DU-145 cells, respectively, PTACH inhibits a variety of cancer cells[1]. PTACH (NCH-51) increases the production of HIV-1 in latently infected OM10.1 cells. This reactivation is linked to a loss of HDAC1 occupancy and subsequent hyperacetylation of histones in nuc-1 at the HIV-1 promoter[2].
Cell Assay	Cell Line: HCT 116 cells Concentration: 1 μM, 5 μM, 25 μM Incubation Time: 8 hours Result: Gave rise to elevated and dose-dependent levels of acetylated histone H4 and p21WAF1/CIP1.
References	[1]. Novel inhibitors of human histone deacetylases: design, synthesis, enzyme inhibition, and cancer cell growth inhibition of SAHA-based non-hydroxamates. J Med Chem. 2005 Feb 24;48(4):1019-1032. [2]. Novel histone deacetylase inhibitor NCH-51 activates latent HIV-1 gene expression. FEBS Lett. 2011 Apr 6;585(7):1103-11.
Additional Infomation	2-methylpropanethioic acid S-[7-oxo-7-[(4-phenyl-2-thiazolyl)amino]heptyl] ester is an aromatic amide.

Solubility Data

Solubility (In Vitro)

DMSO: ~50 mg/mL (~128.0 mM）

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (6.40 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.40 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.5604 mL	12.8021 mL	25.6043 mL
	5 mM	0.5121 mL	2.5604 mL	5.1209 mL
	10 mM	0.2560 mL	1.2802 mL	2.5604 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.