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TC-H 106

Alias: TC-H 106, TC-H106, TC-H-106, TCH-106, TCH 106, TCH106, Histone Deacetylase Inhibitor VII, Pimelic Diphenylamide 106
Cat No.:V15926 Purity: ≥98%
Pimelic Diphenylamide 106 is a slow, tight-binding class I HDAC inhibitor (inhibits HDAC1, 2, and 3, IC50s 150 nM, 760 nM, and 370 nM, respectively) with no activity against class II HDACs.
TC-H 106
TC-H 106 Chemical Structure CAS No.: 937039-45-7
Product category: GPR
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of TC-H 106:

  • Pimelic Diphenylamide 106 (analog) (RGFA-8 analog; TC-H 106 analog)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Pimelic Diphenylamide 106 is a slow, tight-binding class I HDAC inhibitor (inhibits HDAC1, 2, and 3, IC50s 150 nM, 760 nM, and 370 nM, respectively) with no activity against class II HDACs.
TC-H 106 (Pimelic Diphenylamide 106) is a slow, tight-binding inhibitor of class I histone deacetylases (HDACs). It has a molecular formula of C20H25N3O2, a molecular weight of 339.43 g/mol, and a CAS number of 937039-45-7. TC-H 106 inhibits HDAC1, HDAC2, and HDAC3 with Ki/IC50 values of 148 nM, 102 nM, and 14 nM, respectively.
Biological Activity I Assay Protocols (From Reference)
Targets
TC-H 106 targets class I histone deacetylases (HDACs), specifically HDAC1, HDAC2, and HDAC3. HDACs are enzymes that remove acetyl groups from histone proteins, regulating gene expression. By inhibiting class I HDACs, TC-H 106 promotes histone acetylation and alters gene transcription. The compound is brain-penetrant and shows no activity against class II HDACs.
ln Vitro
In vitro, TC-H 106 is a slow, tight-binding inhibitor of class I HDACs with Ki values of 148 nM for HDAC1, about 102 nM for HDAC2, and 14 nM for HDAC3. It inhibits HDAC1, HDAC2, and HDAC3 with IC50 values of 150 nM, 760 nM, and 370 nM, respectively. The compound shows no activity against class II HDACs.
ln Vivo
In vivo, TC-H 106 is brain-penetrant and has been studied in models of neurological and psychiatric disorders where HDAC inhibition plays a role. By inhibiting class I HDACs in the brain, the compound modulates gene expression and has potential applications in the study of depression, schizophrenia, and neurodegenerative diseases.
Enzyme Assay
In vitro enzyme assays for TC-H 106 measure its inhibition of HDAC1, HDAC2, and HDAC3 activity. The enzyme is incubated with a fluorogenic substrate and varying concentrations of the compound. Deacetylase activity is measured by fluorescence, and IC50 or Ki values are calculated from dose-response curves. Selectivity over class II HDACs is confirmed by testing against class II enzymes.
Cell Assay
In vitro cell-based assays for TC-H 106 assess its effects on histone acetylation in cultured cells. Cells are treated with serial dilutions of the compound, and histone acetylation levels are measured by Western blotting using acetylation-specific antibodies. Gene expression changes are assessed by qPCR. Cell viability and proliferation are measured in parallel.
Animal Protocol
In vivo animal models for TC-H 106 include models of neurological and psychiatric disorders. The compound is administered via appropriate routes, and its effects on behavior, histone acetylation in brain tissues, and disease progression are evaluated. Pharmacodynamic studies measure HDAC inhibition and histone acetylation in target tissues.
ADME/Pharmacokinetics
TC-H 106 has a molecular formula of C20H25N3O2 and a molecular weight of 339.43 g/mol. It is also known as Pimelic Diphenylamide 106, RGFA-8, and Histone Deacetylase Inhibitor VII. The compound has a purity of ≥98%. It is soluble in DMSO and is stored at appropriate temperatures for research use.
Toxicity/Toxicokinetics
The toxicity profile of TC-H 106 is characterized in preclinical safety studies. As an HDAC inhibitor, the compound may affect gene expression and cellular differentiation. The compound is for research use only and is not approved for clinical use. Appropriate safety precautions should be taken during handling.
References

[1]. Pimelic diphenylamide 106 is a slow, tight-binding inhibitor of class I histone deacetylases. J Biol Chem. 2008 Dec 19;283(51):35402-35409.

[2]. Chemical probes identify a role for histone deacetylase 3 in Friedreich's ataxia gene silencing. Chem Biol. 2009 Sep 25;16(9):980-989.

Additional Infomation
N'-(2-aminophenyl)-N-(4-methylphenyl)heptadecamide is an aromatic amine and aromatic amide.
TC-H 106 (Pimelic Diphenylamide 106) is a slow, tight-binding inhibitor of class I histone deacetylases (HDACs) with Ki values of 148 nM for HDAC1, about 102 nM for HDAC2, and 14 nM for HDAC3. It is brain-penetrant and shows no activity against class II HDACs. TC-H 106 is also known as RGFA-8 and Histone Deacetylase Inhibitor VII. It is intended for laboratory research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H25N3O2
Molecular Weight
339.4314
Exact Mass
339.194
Elemental Analysis
C, 70.77; H, 7.42; N, 12.38; O, 9.43
CAS #
937039-45-7
Related CAS #
Pimelic Diphenylamide 106 (analog);2070015-24-4
PubChem CID
16070100
Appearance
White to yellow solid powder
Density
1.2±0.1 g/cm3
Boiling Point
627.3±45.0 °C at 760 mmHg
Flash Point
333.1±28.7 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.636
LogP
2.51
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
8
Heavy Atom Count
25
Complexity
419
Defined Atom Stereocenter Count
0
SMILES
O=C(CCCCCC(NC1C(N)=CC=CC=1)=O)NC1C=CC(C)=CC=1
InChi Key
WTKBRPXPNAKVEQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H25N3O2/c1-15-11-13-16(14-12-15)22-19(24)9-3-2-4-10-20(25)23-18-8-6-5-7-17(18)21/h5-8,11-14H,2-4,9-10,21H2,1H3,(H,22,24)(H,23,25)
Chemical Name
N'-(2-aminophenyl)-N-(4-methylphenyl)heptanediamide
Synonyms
TC-H 106, TC-H106, TC-H-106, TCH-106, TCH 106, TCH106, Histone Deacetylase Inhibitor VII, Pimelic Diphenylamide 106
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~368.26 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 0.55 mg/mL (1.62 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 5.5 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: ≥ 0.55 mg/mL (1.62 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 5.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 0.55 mg/mL (1.62 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 5.5 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 2.9461 mL 14.7306 mL 29.4612 mL
5 mM 0.5892 mL 2.9461 mL 5.8922 mL
10 mM 0.2946 mL 1.4731 mL 2.9461 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.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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