Synonym
TCH165; TCH 165; TCH-165
IUPAC/Chemical Name
Ethyl (4S,5S)-1-benzyl-5-(4-(benzylamino)phenyl)-2-(4-methoxyphenyl)-4-phenyl-4,5-dihydro-1H-imidazole-4-carboxylate
InChi Key
XXDLWRCUPASJGY-VQIIKMDRSA-N
InChi Code
InChI=1S/C39H37N3O3/c1-3-45-38(43)39(33-17-11-6-12-18-33)36(31-19-23-34(24-20-31)40-27-29-13-7-4-8-14-29)42(28-30-15-9-5-10-16-30)37(41-39)32-21-25-35(44-2)26-22-32/h4-26,36,40H,3,27-28H2,1-2H3/t36-,39-/m0/s1
SMILES Code
O=C([C@@]1(C2=CC=CC=C2)N=C(C3=CC=C(OC)C=C3)N(CC4=CC=CC=C4)[C@H]1C5=CC=C(NCC6=CC=CC=C6)C=C5)OCC
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
595.74
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Gao J, Su HX, Li PB, Shi KN, Li HH. TCH-165 attenuates cardiac ischaemia/reperfusion injury by balancing mitochondrial dynamics via increasing proteasome activity. Eur J Pharmacol. 2023 Oct 15;957:176011. doi: 10.1016/j.ejphar.2023.176011. Epub 2023 Aug 25. PMID: 37633323.
2: Vanecek AS, Mojsilovic-Petrovic J, Kalb RG, Tepe JJ. Enhanced Degradation of Mutant C9ORF72-Derived Toxic Dipeptide Repeat Proteins by 20S Proteasome Activation Results in Restoration of Proteostasis and Neuroprotection. ACS Chem Neurosci. 2023 Apr 4. doi: 10.1021/acschemneuro.2c00732. Epub ahead of print. PMID: 37015082.
3: Njomen E, Vanecek A, Lansdell TA, Yang YT, Schall PZ, Harris CM, Bernard MP, Isaac D, Alkharabsheh O, Al-Janadi A, Giletto MB, Ellsworth E, Taylor C, Tang T, Lau S, Bailie M, Bernard JJ, Yuzbasiyan-Gurkan V, Tepe JJ. Small Molecule 20S Proteasome Enhancer Regulates MYC Protein Stability and Exhibits Antitumor Activity in Multiple Myeloma. Biomedicines. 2022 Apr 19;10(5):938. doi: 10.3390/biomedicines10050938. PMID: 35625675; PMCID: PMC9138505.
4: Njomen E, Tepe JJ. Regulation of Autophagic Flux by the 20S Proteasome. Cell Chem Biol. 2019 Sep 19;26(9):1283-1294.e5. doi: 10.1016/j.chembiol.2019.07.002. Epub 2019 Jul 18. PMID: 31327703; PMCID: PMC6754308.
5: Njomen E, Osmulski PA, Jones CL, Gaczynska M, Tepe JJ. Small Molecule Modulation of Proteasome Assembly. Biochemistry. 2018 Jul 17;57(28):4214-4224. doi: 10.1021/acs.biochem.8b00579. Epub 2018 Jun 27. PMID: 29897236; PMCID: PMC6241286.
