Physicochemical Properties
| Molecular Formula | C19H23CLN2O |
| Molecular Weight | 330.851723909378 |
| Exact Mass | 330.15 |
| Elemental Analysis | C, 68.98; H, 7.01; Cl, 10.71; N, 8.47; O, 4.84 |
| CAS # | 670270-31-2 |
| PubChem CID | 675477 |
| Appearance | White to off-white solid powder |
| LogP | 4.3 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 23 |
| Complexity | 402 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | VXQIPRWKLACSKZ-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C19H23ClN2O/c1-14-12-18(19(23)13-21-10-4-3-5-11-21)15(2)22(14)17-8-6-16(20)7-9-17/h6-9,12H,3-5,10-11,13H2,1-2H3 |
| Chemical Name | 1-(1-(4-Chlorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)-2-(piperidin-1-yl)ethanone |
| Synonyms | IU1-47; IU1 47; IU147; |
| HS Tariff Code | 2934.99.03.00 |
| 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) |
Biological Activity
| Targets | USP14(IC50= 0.6μM);IsoT/USP5(IC50= 20 μM) |
| ln Vitro | With free USP14 (USP14 that is not attached to the proteasome), IU1-47 is essentially inactive. In vitro, IU1-47 (25 μM) promotes substrate degradation and opposes USP14's deubiquitinating activity.Tau degradation is primarily stimulated by IU1-47 through the ubiquitin-proteasome system. In primary neurons of the murine cortex, IU1-47 (3 μM, 10 and 30 μM; 48 hours) dramatically reduces the levels of Tau and phosphotau species Ser-202/Thr-205. The USP14 level remains constant [1]. |
| References |
[1]. An inhibitor of the proteasomal deubiquitinating enzyme USP14 induces tau elimination in cultured neurons. J Biol Chem. 2017 Nov 24;292(47):19209-19225. |
Solubility Data
| Solubility (In Vitro) |
Ethanol : ~33 mg/mL DMSO : 8~16.67 mg/mL ( 24.18~50.39 mM ) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1.67 mg/mL (5.05 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 16.7 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: ≥ 1.67 mg/mL (5.05 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 16.7 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. Solubility in Formulation 3: ≥ 1.67 mg/mL (5.05 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 16.7 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 | 3.0225 mL | 15.1126 mL | 30.2252 mL | |
| 5 mM | 0.6045 mL | 3.0225 mL | 6.0450 mL | |
| 10 mM | 0.3023 mL | 1.5113 mL | 3.0225 mL |