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2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione manufacturers
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| | 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Basic information |
| Product Name: | 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione | | Synonyms: | 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione;E3 ligase Ligand 4;135582;2-(2,6-dioxo-3-piperidinyl)-4-fluoro-1H-Isoindole-1,3(2H)-dione;E3 ligase Ligand 4(TC-E3 5032);TC-E3 5032;2-(2,6-Dioxo-3-piperidinyl)-4-fluoro-1,3-isoindolinedione;Pomalidomide Related Compound 7 | | CAS: | 835616-60-9 | | MF: | C13H9FN2O4 | | MW: | 276.22 | | EINECS: | | | Product Categories: | | | Mol File: | 835616-60-9.mol |  |
| | 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Chemical Properties |
| Melting point | 254-256°C | | Boiling point | 520.9±45.0 °C(Predicted) | | density | 1.570±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Dichloromethane (Slightly, Heated), DMSO (Slightly) | | pka | 10.63±0.40(Predicted) | | form | Solid | | color | White to Off-White | | InChI | InChI=1S/C13H9FN2O4/c14-7-3-1-2-6-10(7)13(20)16(12(6)19)8-4-5-9(17)15-11(8)18/h1-3,8H,4-5H2,(H,15,17,18) | | InChIKey | CRAUTELYXAAAPW-UHFFFAOYSA-N | | SMILES | C1(=O)C2=C(C(F)=CC=C2)C(=O)N1C1CCC(=O)NC1=O |
| | 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Usage And Synthesis |
| Description | 4-Fluoro-thalidomide is the Thalidomide-based Cereblon ligand used in the recruitment of CRBN protein. It can be connected to the ligand for IRAK4 protein by a linker to form PROTAC IRAK4 degrader-1 (HY-129966). | | Uses | 2-(2,6-Dioxo-3-piperidinyl)-4-fluoro-1H-isoindole-1,3(2H)-dione is an intermediate in the synthesis of N-[2-Aminoethyl] Pomalidomide TFA Salt (A6095150. N-[2-Aminoethyl] Pomalidomide TFA is a thalidomide derivative, a potent inhibitor of TNF-α production. It is an anti-inflammatory and anti-tumor agent used in the treatment of multiple myeloma. | | Synthesis |
A mixture of 4-fluoroisobenzofuran-l,3-dione (498.33 mg, 3.00 mmol), 3- aminopiperidine-2,6-dione hydrogen chloride (493.77 mg, 3.00 mmol) and NaOAc (246.09 mg, 3.00 mmol) in HOAc (10 mL) was stirred at 135 °C overnight, cooled and concentrated in vacuo. The residue was suspended in H2O (100 mL) and stirred at room temperature for 4 hours. The solid was collected via filtration and dried in vacuo to afford 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione as a white solid.
| | IC 50 | Cereblon | | storage | Store at +4°C |
| | 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Preparation Products And Raw materials |
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