A-286982 is a potent inhibitor of the LFA-1/ICAM-1 interaction with IC50 of 44 nM in an LFA-1/ICAM-1 binding assay. It blocks the binding of lymphocyte function-associated antigen-1 (LFA-1) with the cell adhesion molecule ICAM-1 with the IC50 of 35 nM in a cell based assay (the LFA-1-mediated cell adhesion assays).
Physicochemical Properties
| Molecular Formula | C24H27N3O4S | |
| Molecular Weight | 453.56 | |
| Exact Mass | 453.172 | |
| Elemental Analysis | C, 63.56; H, 6.00; N, 9.26; O, 14.11; S, 7.07 | |
| CAS # | 280749-17-9 | |
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| PubChem CID | 9846729 | |
| Appearance | Light yellow to green yellow solid powder | |
| LogP | 4.972 | |
| Hydrogen Bond Donor Count | 0 | |
| Hydrogen Bond Acceptor Count | 5 | |
| Rotatable Bond Count | 5 | |
| Heavy Atom Count | 32 | |
| Complexity | 700 | |
| Defined Atom Stereocenter Count | 0 | |
| SMILES | CC(C)C1=CC=CC=C1SC2=C(C=C(C=C2)C=CC(=O)N3CCN(CC3)C(=O)C)[N+](=O)[O-] |
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| InChi Key | HTGGAYLWTDOFDK-PKNBQFBNSA-N | |
| InChi Code | InChI=1S/C24H27N3O4S/c1-17(2)20-6-4-5-7-22(20)32-23-10-8-19(16-21(23)27(30)31)9-11-24(29)26-14-12-25(13-15-26)18(3)28/h4-11,16-17H,12-15H2,1-3H3/b11-9+ | |
| Chemical Name | (E)-1-(4-acetylpiperazin-1-yl)-3-[3-nitro-4-(2-propan-2-ylphenyl)sulfanylphenyl]prop-2-en-1-one | |
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| 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 |
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| 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 | A-286982 connects to the allosteric site of the I domain (IDAS). When allostery passes through the A-286982 binding site and transmits from the β subunit I-like domain to the α subunit ICAM binding site, it is expected that the allosteric ICAM inhibition will display the unbeatable competition that we have seen for A-286982[2]. | ||
| ln Vivo |
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| Animal Protocol |
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| References |
[1]. Discovery of novel p-arylthio cinnamides as antagonists of leukocyte function-associated antigen-1/intracellular adhesion molecule-1 interaction. 1. Identification of an additional binding pocket based on an anilino diaryl sulfide lead. J Me. [2]. Competition between intercellular adhesion molecule-1 and a small-molecule antagonist for a common binding site on the alphal subunit of lymphocyte function-associated antigen-1. Protein Sci. 2006 Feb;15(2):290-303. |
Solubility Data
| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1 mg/mL (2.20 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 10.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of 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 mg/mL (2.20 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 10.0 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. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.2048 mL | 11.0239 mL | 22.0478 mL | |
| 5 mM | 0.4410 mL | 2.2048 mL | 4.4096 mL | |
| 10 mM | 0.2205 mL | 1.1024 mL | 2.2048 mL |