Physicochemical Properties
| Molecular Formula | C28H25N5O2S |
| Molecular Weight | 495.60 |
| Exact Mass | 495.172 |
| CAS # | 2469975-55-9 |
| PubChem CID | 155971225 |
| Appearance | White to yellow solid powder |
| LogP | 6 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 7 |
| Heavy Atom Count | 36 |
| Complexity | 760 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | C1(/C=N/NC(=O)C2=CC3C=C(NC4=CC(C)=NC5C4=CC=CC=5OC)C=CC=3N2)C=CC(=CC=1)SC |
| InChi Key | ZDSQJUKYFCIYLG-MUFRIFMGSA-N |
| InChi Code | InChI=1S/C28H25N5O2S/c1-17-13-24(22-5-4-6-26(35-2)27(22)30-17)31-20-9-12-23-19(14-20)15-25(32-23)28(34)33-29-16-18-7-10-21(36-3)11-8-18/h4-16,32H,1-3H3,(H,30,31)(H,33,34)/b29-16+ |
| Chemical Name | 5-[(8-methoxy-2-methylquinolin-4-yl)amino]-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-1H-indole-2-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 Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| 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 | KD: 3.58 μM (Nur77) [1]. |
| ln Vitro | Nur77 modulator 1 (10g, 0–20 μM) exhibits less cytotoxicity against LO2 cells (a human normal liver cell line) and strong, broad-spectrum antiproliferative action against all three examined hepatoma cell lines (HepG2, QGY–7703, and SMMC-7721)[1]. In a dose-dependent manner, Nur77 modulator 1 (10g) has the potential to specifically up-regulate Nur77 expression[1]. Nur77-dependent apoptosis is induced by Nur77 modulator 1 (10g, 2.0 μM)[1]. In a dose-dependent manner, Nur77 modulator 1 (10g, 2.0 μM) raised the levels of LC3-II and Beclin1 protein. However, 10g administration did not improve p62 degradation, suggesting that the autophagy produced by 10g is not fully completed [1]. |
| ln Vivo | In a mouse hepatoma HepG2 xenograft, Nur77 modulator 1 (10g, 10 and 20 mg/kg/day) shows strong anti-tumor effect with good tolerability[1]. |
| Cell Assay |
Cell Viability Assay[1]. Cell Types: Liver cancer cell lines (HepG2, QGY-7703, and SMMC-7721). Tested Concentrations: 0-20 μM. Incubation Duration: 12-24 hrs (hours). Experimental Results: demonstrated IC50 values of 0.6 µM, 0.89 µM, 1.40 µM and >20 µM in HepG2, QGY-7703, SMMC-7721 and LO2 cells, respectively. decreased the viability in a time -dependent manner. Induced cell morphology alteration, such as cell shrinkage, vesicles accumulated, and decreased cell number. |
| Animal Protocol |
Animal/Disease Models: Nude mouse hepatoma HepG2 xenograft[1]. Doses: 10 and 20 mg/kg/day. Route of Administration: IP, once every day for 15 days. Experimental Results: Lead to substantial suppression of tumor growth. The tumor growth inhibition (TGI ) values at doses of 10mg/kg/day and 20 mg/kg/day were 36.74 % and 62.38 %, respectively. demonstrated almost no influence on the body weight of experimental mice. |
| References |
[1]. Design, synthesis, and biological evaluation of 5-((8-methoxy-2-methylquinolin-4-yl)amino)-1H-indole-2-carbohydrazide derivatives as novel Nur77 modulators. Eur J Med Chem. 2020 Oct 15;204:112608. |
Solubility Data
| Solubility (In Vitro) | DMSO : 125 mg/mL (252.22 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 2.08 mg/mL (4.20 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 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 2: ≥ 2.08 mg/mL (4.20 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 20.8 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 | 2.0178 mL | 10.0888 mL | 20.1776 mL | |
| 5 mM | 0.4036 mL | 2.0178 mL | 4.0355 mL | |
| 10 mM | 0.2018 mL | 1.0089 mL | 2.0178 mL |