PTACH

ChemicalBook > CAS DataBase List > PTACH

Product Name: PTACH
CAS No.: 848354-66-5
Chemical Name: PTACH
Synonyms: NCH 51;NCH51, >98%;PTACH?, >98%;PTACH (NCH-51);HDAC Inhibitor XXII, NCH51;HDAC Inhibitor XXII, NCH51 - CAS 848354-66-5 - Calbiochem;Cpd 51, S-[6-(4-Phenyl-2-thiazolylcarbamoyl)hexyl] thioisobutyrate;S-(7-Oxo-7-((4-phenylthiazol-2-yl)amino)-heptyl) 2-methylpropanethioate;S-[7-oxo-7-[(4-phenyl-1,3-thiazol-2-yl)amino]heptyl] 2-methylpropanethioate;2-MethylpropanethioicacidS-[7-oxo-7-[(4-phenyl-2-thiazolyl)amino]heptyl]ester
CBNumber: CB8972794
Molecular Formula: C20H26N2O2S2
Formula Weight: 390.56
MOL File: 848354-66-5.mol

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PTACH Property

Melting point:: 127-128 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
Density: 1.181±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: soluble26mg/mL
form: White powder
pka: 9.52±0.50(Predicted)
color: White to off-white

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Safety

Hazard Codes: Xi
Risk Statements: 41
Safety Statements: 26-39
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H318Causes serious eye damage

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 382185
Product name: HDAC Inhibitor XXII, NCH51
Packaging: 2mg
Price: $140
Updated: 2023/01/07

Sigma-Aldrich

Product number: P5874
Product name: PTACH
Purity: ≥98% (HPLC), solid
Packaging: 2mg
Price: $286
Updated: 2022/05/15

Cayman Chemical

Product number: 21234
Product name: NCH-51
Purity: ≥98%
Packaging: 1 mg
Price: $26
Updated: 2024/03/01

Cayman Chemical

Product number: 21234
Product name: NCH-51
Purity: ≥98%
Packaging: 5mg
Price: $96
Updated: 2024/03/01

Cayman Chemical

Product number: 21234
Product name: NCH-51
Purity: ≥98%
Packaging: 10mg
Price: $153
Updated: 2024/03/01

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PTACH Chemical Properties,Usage,Production

Uses

NCH 51 is a Histone deacetylase inhibitor.

Definition

ChEBI: 2-methylpropanethioic acid S-[7-oxo-7-[(4-phenyl-2-thiazolyl)amino]heptyl] ester is an aromatic amide.

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.

Biological Activity

Histone deacetylase (HDAC) inhibitor. Inhibits growth of various cancer cells in vitro (EC 50 = 1.1-9.1 μ M).

Biochem/physiol Actions

HDAC inhibitor; more potent than the majority of HDAC inhibitors except for SAHA (gold standard).

References

[1]. suzuki t, hisakawa s, itoh y, et al. identification of a potent and stable antiproliferative agent by the prodrug formation of a thiolate histone deacetylase inhibitor. bioorg med chem lett, 2007, 17(6): 1558-1561.
[2]. suzuki t, nagano y, kouketsu a, et al. novel inhibitors of human histone deacetylases: design, synthesis, enzyme inhibition, and cancer cell growth inhibition of saha-based non-hydroxamates. j med chem, 2005, 48(4): 1019-1032.
[3]. sanda t, okamoto t, uchida y, et al. proteome analyses of the growth inhibitory effects of nch-51, a novel histone deacetylase inhibitor, on lymphoid malignant cells. leukemia, 2007, 21(11): 2344-2353.
[4]. victoriano af, imai k, togami h, et al. novel histone deacetylase inhibitor nch-51 activates latent hiv-1 gene expression. febs lett, 2011, 585(7): 1103-1111.

PTACH Preparation Products And Raw materials

Raw materials

Preparation Products

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848354-66-5, PTACHRelated Search:

PTACH

Cpd 51, S-[6-(4-Phenyl-2-thiazolylcarbamoyl)hexyl] thioisobutyrate

2-MethylpropanethioicacidS-[7-oxo-7-[(4-phenyl-2-thiazolyl)amino]heptyl]ester

NCH 51

S-(7-Oxo-7-((4-phenylthiazol-2-yl)amino)-heptyl) 2-methylpropanethioate

PTACH (NCH-51)

HDAC Inhibitor XXII, NCH51

Propanethioic acid,2-methyl-, S-[7-oxo-7-[(4-phenyl-2-thiazolyl)amino]heptyl] ester

NCH51, >98%

PTACH?, >98%

HDAC Inhibitor XXII, NCH51 - CAS 848354-66-5 - Calbiochem

HIV-1,inhibit,NCH 51,PTACH,HIV,Inhibitor,Histone deacetylases,hyperacetylation,NCH51,Anti-cancer,p21WAF1/CIP1,Human immunodeficiency virus,HDAC,SAHA

S-[7-oxo-7-[(4-phenyl-1,3-thiazol-2-yl)amino]heptyl] 2-methylpropanethioate

848354-66-5