MD2-TLR4-IN-1 (compound 22m) is an inhibitor of myeloid differentiation protein 2/toll-like receptor 4 (MD2-TLR4) complex, inhibiting lipopolysaccharides (LPS)-induced expression of tumor necrosis factor alpha (TNF-α) and interleukin-6 (IL-6) in macrophages with IC50 of 0.89 μM and 0.53 μM, respectively.
Physicochemical Properties
| Molecular Formula | C22H14CL2N4O |
| Molecular Weight | 421.2788 |
| Exact Mass | 420.054 |
| CAS # | 2249801-12-3 |
| PubChem CID | 138454798 |
| Appearance | White to off-white solid powder |
| LogP | 5.4 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 29 |
| Complexity | 597 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | ClC1C([H])=C([H])C([H])=C(C=1C(N([H])C1C([H])=C([H])C2=C(C=1[H])C(C1C([H])=C([H])C3=C(C([H])=C([H])N3[H])C=1[H])=NN2[H])=O)Cl |
| InChi Key | AZPDJGLJPDRCDQ-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C22H14Cl2N4O/c23-16-2-1-3-17(24)20(16)22(29)26-14-5-7-19-15(11-14)21(28-27-19)13-4-6-18-12(10-13)8-9-25-18/h1-11,25H,(H,26,29)(H,27,28) |
| Chemical Name | 2,6-dichloro-N-[3-(1H-indol-5-yl)-1H-indazol-5-yl]benzamide |
| 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
| References |
[1]. Discovery of 3-(Indol-5-yl)-indazole Derivatives as Novel Myeloid Differentiation Protein 2/Toll-like Receptor 4 Antagonists for Treatment of Acute Lung Injury. J Med Chem. 2019 Jun 13;62(11):5453-5469. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~83.33 mg/mL (~197.80 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.94 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.3737 mL | 11.8686 mL | 23.7372 mL | |
| 5 mM | 0.4747 mL | 2.3737 mL | 4.7474 mL | |
| 10 mM | 0.2374 mL | 1.1869 mL | 2.3737 mL |