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TC-H 106

TC-H 106 Structure
TC-H 106 structure
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
Molecular Weight:
339.43
MDL Number:
MFCD17010287
MOL File:
937039-45-7.mol
MSDS File:
SDS
Last updated:2023-09-20 16:43:00
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TC-H 106 Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
WGK Germany  3

TC-H 106 price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0313 Pimelic Diphenylamide 106 ≥98% (HPLC) 937039-45-7 5mg $113 2024-03-01 Buy
Sigma-Aldrich 382173 Histone Deacetylase Inhibitor VII, 106 937039-45-7 5mg $532 2024-03-01 Buy
Cayman Chemical 13212 Pimelic Diphenylamide 106 ≥98% 937039-45-7 1mg $26 2024-03-01 Buy
Cayman Chemical 13212 Pimelic Diphenylamide 106 ≥98% 937039-45-7 5mg $81 2024-03-01 Buy
Sigma-Aldrich SML0313 Pimelic Diphenylamide 106 ≥98% (HPLC) 937039-45-7 25mg $441 2024-03-01 Buy
Product number Packaging Price Buy
SML0313 5mg $113 Buy
382173 5mg $532 Buy
13212 1mg $26 Buy
13212 5mg $81 Buy
SML0313 25mg $441 Buy

TC-H 106 Chemical Properties,Uses,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

TC-H 106 Suppliers

Global( 74)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Zhejiang J&C Biological Technology Co.,Limited 		+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58
InvivoChem 		+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
TargetMol Chemicals Inc. 		+1-781-999-5354 support@targetmol.com United States 19973 58
ShenZhen Trendseen Biological Technology Co.,Ltd. 		13417589054 trendseenbio@gmail.com China 11681 58
Wuhan Topule Biopharmaceutical Co., Ltd 		+8618327326525 masar@topule.com China 8474 58
Aladdin Scientific 		+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Amadis Chemical Company Limited 		571-89925085 sales@amadischem.com China 131981 58
Shanghai Boyle Chemical Co., Ltd. sales@boylechem.com China 2923 55
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7553 61
Supplier Advantage
ATK CHEMICAL COMPANY LIMITED 		60
Zhejiang J&C Biological Technology Co.,Limited 		58
InvivoChem 		58
TargetMol Chemicals Inc. 		58
ShenZhen Trendseen Biological Technology Co.,Ltd. 		58
Wuhan Topule Biopharmaceutical Co., Ltd 		58
Aladdin Scientific 		58
Amadis Chemical Company Limited 		58
Shanghai Boyle Chemical Co., Ltd. 55
Haoyuan Chemexpress Co., Ltd. 61

TC-H 106 Spectrum

TC-H 106(937039-45-7)1HNMR
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 Heptanediamide, N1-(2-aminophenyl)-N7-(4-methylphenyl)- TC-H 106, >98% Pimelic Diphenylamide 106, >98% RGFA-8; TC-H 106; HISTONE DEACETYLASE INHIBITOR VII Histone Deacetylase Inhibitor VII Histone Deacetylase Inhibitor VII, 106 - CAS 937039-45-7 - Calbiochem 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