ChemicalBook > CAS DataBase List > 1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel-

1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel-

Product Name
1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel-
CAS No.
1446350-60-2
Chemical Name
1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel-
Synonyms
TCH-16;TCH-165, 10 mM in DMSO;ethyl (4R,5R)-3-benzyl-4-[4-(benzylamino)phenyl]-2-(4-methoxyphenyl)-5-phenyl-4H-imidazole-5-carboxylate;rel-Ethyl (4R,5R)-1-benzyl-5-(4-(benzylamino)phenyl)-2-(4-methoxyphenyl)-4-phenyl-4,5-dihydro-1H-imidazole-4-carboxylate;Proteasome,tau,trypsin-like,20S,TCH165,IDPs,chymotrypsin-like,degradation,TCH 165,α-syn,inhibit,caspase-like,TCH-165,assembly,Inhibitor;1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel-
CBNumber
CB35562371
Molecular Formula
C39H37N3O3
Formula Weight
595.73
MOL File
1446350-60-2.mol
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1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel- Property

Boiling point:
724.6±70.0 °C(Predicted)
Density 
1.14±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: 250 mg/mL (419.65 mM)
pka
7.15±0.70(Predicted)
form 
Solid
color 
Light yellow to yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3911
Product name
TCH-165
Purity
≥98% (HPLC)
Packaging
5MG
Price
$94.05
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3911
Product name
TCH-165
Purity
≥98% (HPLC)
Packaging
25MG
Price
$399
Updated
2025/07/31
ChemScene
Product number
CS-0078906
Product name
TCH-165
Purity
99.31%
Packaging
10mg
Price
$550
Updated
2021/12/16
ChemScene
Product number
CS-0078906
Product name
TCH-165
Purity
99.31%
Packaging
5mg
Price
$350
Updated
2021/12/16
ChemScene
Product number
CS-0078906
Product name
TCH-165
Purity
99.31%
Packaging
50mg
Price
$1650
Updated
2021/12/16
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1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel- Chemical Properties,Usage,Production

Uses

TCH-165 is a small molecule modulator of proteasome assembly, which increases 20S levels and facilitates 20S-mediated protein degradation[1].

Biological Activity

Cell-permeable and potent activator of 20S proteasome assembly th at and enhances 20S-mediated proteolysis.

TCH-165 is a cell-permeable and potent activator of 20S proteasome assembly th at favors a proteolytically active, open-gate 20S proteasome subcomplex and enhances 20S-mediated proteolysis (nearly 10-fold ≤1.5 μM) to the detriment of the 26S proteasome, in a time- and dose-dependent manner. TCH-165 restores proteostasis and enhances degradation of intrinsically disordered proteins (IDPs) both in purified protein assays and in cell culture (α-synuclein, tau441, c-MYC, cFos, ornithine decarboxylase). TCH 165 degrades SNAP29 and syntaxin 17 and reduces autophagosome-lysosome fusion. TCH165 inhibits cancer cell proliferation, impedes in vivo tumor growth, and offers neuroprotection from distinct dipeptide repe at (DPR) protein toxicity and is well tolerated in vivo (in mice and in dogs) at therapeutic concentrations.

storage

Store at -20°C

References

[1] Njomen E, et al. Small Molecule Modulation of Proteasome Assembly. Biochemistry. 2018 Jul 17;57(28):4214-4224. DOI:10.1021/acs.biochem.8b00579

1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel- Preparation Products And Raw materials

Raw materials

Preparation Products

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1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel- Suppliers

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1446350-60-2, 1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel-Related Search:


  • 1H-Imidazole-4-carboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-phenyl-1-(phenylmethyl)-5-[4-[(phenylmethyl)amino]phenyl]-, ethyl ester, (4R,5R)-rel-
  • rel-Ethyl (4R,5R)-1-benzyl-5-(4-(benzylamino)phenyl)-2-(4-methoxyphenyl)-4-phenyl-4,5-dihydro-1H-imidazole-4-carboxylate
  • Proteasome,tau,trypsin-like,20S,TCH165,IDPs,chymotrypsin-like,degradation,TCH 165,α-syn,inhibit,caspase-like,TCH-165,assembly,Inhibitor
  • TCH-165, 10 mM in DMSO
  • TCH-16
  • ethyl (4R,5R)-3-benzyl-4-[4-(benzylamino)phenyl]-2-(4-methoxyphenyl)-5-phenyl-4H-imidazole-5-carboxylate
  • 1446350-60-2
  • C39H37N3O3