ChemicalBook > CAS DataBase List > TC-H 106

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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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TC-H 106 Suppliers

Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
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China
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2922
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Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
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61
Shanghai JiYi Biotechnology Co. Ltd.
Tel
13621943973
Fax
-
Email
sales@shjiyipharmatech.com
Country
China
ProdList
1166
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Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
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80
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4456
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55
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
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8447
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60
ShangHai Siyan Biological Technology Co., Ltd.
Tel
021-50908862,442785678,326799392 18721037013
Fax
021-50908862
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siyansales@126.com
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China
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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021-65675885
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info@efebio.com
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China
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Guangzhou QiYun Biotechnology Co., Ltd.
Tel
020-61288194 61288195
Fax
020-61288700
Email
505721671@qq.com
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China
ProdList
3866
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58
ShangHai Biochempartner Co.,Ltd
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177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8014
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937039-45-7, TC-H 106Related Search:


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  • 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%
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  • Heptanediamide, N1-(2-aminophenyl)-N7-(4-methylphenyl)-
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  • Pimelic Diphenylamide 106(TC-H 106)
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