Physicochemical Properties
| Molecular Formula | C20H24CL2N2 |
| Molecular Weight | 363.323963165283 |
| Exact Mass | 362.131 |
| Elemental Analysis | C, 66.12; H, 6.66; Cl, 19.51; N, 7.71 |
| CAS # | 864420-54-2 |
| Related CAS # | 864420-54-2 |
| PubChem CID | 6456370 |
| Appearance | Solid powder |
| LogP | 5.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 6 |
| Heavy Atom Count | 24 |
| Complexity | 352 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | WMEXQHGRMWPOEF-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C20H24Cl2N2/c21-18-7-6-17(20(22)14-18)8-11-23-19-9-12-24(13-10-19)15-16-4-2-1-3-5-16/h1-7,14,19,23H,8-13,15H2 |
| Chemical Name | 1-benzyl-N-[2-(2,4-dichlorophenyl)ethyl]piperidin-4-amine |
| Synonyms | M22 NEDD8 inhibitor; M 22; M22; M-22 |
| 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
| Targets | NAE (GI50 = 5.5 μM) |
| ln Vitro |
M22 (0.37-90 μM; 24 h) selectively blocks the neddylation pathway and inhibits the breakdown of CRL substrates in A549 cells[1]. M22 (0.1-100 μM; 48 h) inhibits A549 cell proliferation completely at 30 µM (GI50=5.5 µM, GI90=19.3 µM)[1]. M22 (15–30 μM; 36 h) stimulates apoptosis in the A549 cell line[1]. |
| ln Vivo |
slows the growth of tumors in nude mice grafted with AGS[1]. M22 (0.36-90 μM) exhibits a low level of acute toxicity in zebrafish[1]. |
| References |
[1]. Discovery of a novel NEDD8 Activating Enzyme Inhibitor with Piperidin-4-amine Scaffold by Structure-Based Virtual Screening. ACS Chem Biol. 2016 Jul 15;11(7):1901-7. |
Solubility Data
| Solubility (In Vitro) |
DMSO: 73~250 mg/mL (200.9~688.1 mM) Water: ~4 mg/mL (~11.0 mM) Ethanol: ~73 mg/mL (~200.9 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.72 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 20.8 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: ≥ 2.08 mg/mL (5.72 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 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 3: ≥ 2.08 mg/mL (5.72 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 | 2.7524 mL | 13.7620 mL | 27.5239 mL | |
| 5 mM | 0.5505 mL | 2.7524 mL | 5.5048 mL | |
| 10 mM | 0.2752 mL | 1.3762 mL | 2.7524 mL |