TC-H 106

ChemicalBook > CAS DataBase List > TC-H 106

Product Name: TC-H 106
CAS No.: 937039-45-7
Chemical Name: TC-H 106
Synonyms: RGFA 8;TC-H 106;Compound 106;Inhibitor 106;TC-H 106, >98%;Pimelic Diphenylamide 106;Pimelic Diphenylamide 106, >98%;Histone Deacetylase Inhibitor VII;Pimelic Diphenylamide 106(TC-H 106);Histone Deacetylase Inhibitor VII, 106
CBNumber: CB52538287
Molecular Formula: C20H25N3O2
Formula Weight: 339.43
MOL File: 937039-45-7.mol

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TC-H 106 Property

storage temp.: 2-8°C
solubility: DMSO: ≥15mg/mL
form: Yellow solid
color: white to beige

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0313
Product name: Pimelic Diphenylamide 106
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $113
Updated: 2024/03/01

Sigma-Aldrich

Product number: 382173
Product name: Histone Deacetylase Inhibitor VII, 106
Packaging: 5mg
Price: $532
Updated: 2024/03/01

Cayman Chemical

Product number: 13212
Product name: Pimelic Diphenylamide 106
Purity: ≥98%
Packaging: 1mg
Price: $26
Updated: 2024/03/01

Cayman Chemical

Product number: 13212
Product name: Pimelic Diphenylamide 106
Purity: ≥98%
Packaging: 5mg
Price: $81
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0313
Product name: Pimelic Diphenylamide 106
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $441
Updated: 2024/03/01

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TC-H 106 Chemical Properties,Usage,Production

Description

Pimelic diphenylamide 106 is a slow, tight-binding inhibitor of class I histone deacetylases (HDACs). Unlike the HDAC inhibitor suberoylanilide hydroamic acid, which has a fast-on/fast-off HDAC binding rate, pimelic diphenylamide 106 progressively binds HDACs and remains bound after wash-out. As a result, the IC₅₀ of pimelic diphenylamide 106 decreases over time. With prolonged preincubation (1-3 hours), pimelic diphenylamide inhibits the class I HDACs (IC₅₀ = 150, 760, 370, and 5,000 nM for HDAC1, 2, 3, and 8, respectively) but not the class II HDACs (IC₅₀ > 180 μM for HDAC4, 5, and 7). Pimelic diphenylamide 106 and related benzamide HDAC inhibitors may have therapeutic value in Friedrich’s ataxia and Huntington’s disease, in part due to their low animal toxicity.

Uses

TC-H 106 is a slow, tight-binding inhibitor of class I histone deacetylases.

Definition

ChEBI: N'-(2-aminophenyl)-N-(4-methylphenyl)heptanediamide is an aromatic amine and an aromatic amide.

General Description

A cell-permeable p-tolylbenzamide and a Histone Deacetylase (HDAC) Inhibitor IV (Cat. No. 382170) analog that acts as a selective inhibitor against class I HDAC1,2,3 (IC₅₀ = 0.15, 0.76, and 0.37 μM with 15, 30, and 180 min preincubation, respectively), while exhibiting much lower acitivity against class I HDAC8 (IC₅₀ ≥ 5μM with 3 h preincubation) and no activity against class II HDAC4/5/7 even at concentrations as high as 180μM. Although the mode of inhibition is mechanistically competitive and reversible, due to the slow- and tight-binding nature, long preincubation is often required for effective in vitro enzyme inhibition, while 106-induced cellular H3 hyperacetylation is shown to persist for more than 6 hours after inhibitor removal by washing in GM15850 culture. 106 is reported to be less cytotoxic than TSA (Cat. No. 647925), MS-275, and SAHA (EC₅₀ = 6.3, 0.328, 0.768, and 1.5 μM, respectively, in GM15850 killing).

Biochem/physiol Actions

Pimelic diphenylamides has the ability to enhance the expression of the frataxin gene in lymphocytes from Friedreich ataxia patients.

storage

-20°C

References

[1]. chou cj, herman d, gottesfeld jm. pimelic diphenylamide 106 is a slow, tight-binding inhibitor of class i histone deacetylases. j biol chem, 2008, 283(51): 35402-35409.
[2]. xu c, soragni e, chou cj, et al. chemical probes identify a role for histone deacetylase 3 in friedreich's ataxia gene silencing. chem biol, 2009, 16(9): 980-989.
[3]. rai m, soragni e, jenssen k, et al. hdac inhibitors correct frataxin deficiency in a friedreich ataxia mouse model. plos one, 2008, 3(4): e1958.

TC-H 106 Preparation Products And Raw materials

Raw materials

Preparation Products

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937039-45-7, TC-H 106Related Search:

TC-H 106

Pimelic Diphenylamide 106

Compound 106

Inhibitor 106

N1-(2-Aminophenyl)-N7-(4-methylphenyl)-heptanediamide

RGFA 8

N1-(2-aminophenyl)-N8-p-tolyloctanediamide

Histone Deacetylase Inhibitor VII, 106

N'-(2-aminophenyl)-n-(4-methylphenyl)heptanediamide

Histone Deacetylase Inhibitor VII, 106 - CAS 937039-45-7 - Calbiochem

Histone Deacetylase Inhibitor VII

RGFA-8; TC-H 106; HISTONE DEACETYLASE INHIBITOR VII

Pimelic Diphenylamide 106, >98%

TC-H 106, >98%

Heptanediamide, N1-(2-aminophenyl)-N7-(4-methylphenyl)-

N1-(2-Aminophenyl)-N7-(p-tolyl)heptanediamide

RGFA8,HDAC,Pimelic Diphenylamide-106,Pimelic Diphenylamide106,Inhibitor,Pimelic diphenylamide 106,inhibit,RGFA 8,Histone deacetylases

Pimelic Diphenylamide 106(TC-H 106)

937039-45-7