Physicochemical Properties
| Molecular Formula | C21H22CLN3O2 |
| Molecular Weight | 383.871284008026 |
| Exact Mass | 383.14 |
| CAS # | 1610022-76-8 |
| PubChem CID | 76900951 |
| Appearance | White to off-white solid powder |
| LogP | 4.9 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Heavy Atom Count | 27 |
| Complexity | 494 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | ClC1C=CC(=CC=1)C1C=C(C(NO)=O)N(CC2C=CC(=CC=2)C(C)(C)C)N=1 |
| InChi Key | ZFDMUUNGVLREEC-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C21H22ClN3O2/c1-21(2,3)16-8-4-14(5-9-16)13-25-19(20(26)24-27)12-18(23-25)15-6-10-17(22)11-7-15/h4-12,27H,13H2,1-3H3,(H,24,26) |
| Chemical Name | 2-[(4-tert-butylphenyl)methyl]-5-(4-chlorophenyl)-N-hydroxypyrazole-3-carboxamide |
| 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) |
Biological Activity
| ln Vitro | Compound 4f, Nrf2-IN-1 (10 μM), suppresses the activation of Nrf2 [1]. In 48 hours, Nrf2-IN-1 (1–20 μM) suppresses the development of AML cells [1]. Three different types of AML cells undergo apoptosis when exposed to Nrf2-IN-1 (5–10 μM) over 48 hours [1]. Apoptotic signaling involving Bcl-2 and Bax is induced by Nrf2-IN-1 [1]. |
| ln Vivo | Through apoptosis, Nrf2-IN-1 suppresses the development of tumors [1]. |
| Cell Assay |
Cell Viability Assay[1] Cell Types: THP-1 cells, HL-60 cells, U937 cells Tested Concentrations: 1 μM, 5 μM, 10 μM, 20 μM Incubation Duration: 48 hrs (hours) Experimental Results: Inhibited growth of the three AML cell types at 5 μM, 10 μM or 20 μM for 48 hrs (hours). Apoptosis Analysis[1] Cell Types: THP-1 cells, HL-60 cells, U937 cells Tested Concentrations: 5 μM, 10 μM Incubation Duration: 48 hrs (hours) Experimental Results: Induced apoptosis in AML cells in vitro. Western Blot Analysis[1] Cell Types: THP-1 cells, HL-60 cells, U937 cells Tested Concentrations: 5 μM, 10 μM Incubation Duration: 48 hrs (hours) Experimental Results: Triggered caspase-dependent apoptotic signaling in AML cells. |
| References |
[1]. Discovery of a novel Nrf2 inhibitor that induces apoptosis of human acute myeloid leukemia cells. Oncotarget. 2017 Jan 31;8(5):7625-7636. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~260 mg/mL (~677.31 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.17 mg/mL (5.65 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 21.7 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: ≥ 2.17 mg/mL (5.65 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 21.7 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: ≥ 2.17 mg/mL (5.65 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 21.7 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 | 2.6050 mL | 13.0252 mL | 26.0505 mL | |
| 5 mM | 0.5210 mL | 2.6050 mL | 5.2101 mL | |
| 10 mM | 0.2605 mL | 1.3025 mL | 2.6050 mL |