1-acryloyl-3,5-bis((E)-4-nitrobenzylidene)piperidin-4-one (3E,5E)-1-丙烯酰-3,5-双(4-硝基亚苄基)哌啶-4-酮
CAS 1009817-63-3 MFCD109817633
化学结构图
SMILES: C=CC(=O)N1C/C(=C\c2ccc([N+](=O)[O-])cc2)C(=O)/C(=C/c2ccc([N+](=O)[O-])cc2)C1
化学属性
| Mol. Weight | 419.39 |
|---|---|
| Appearance | Yellow solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name Translation | (3E,5E)-1-丙烯酰-3,5-双(4-硝基亚苄基)哌啶-4-酮 |
|---|---|
| Chemical Name | 1-acryloyl-3,5-bis((E)-4-nitrobenzylidene)piperidin-4-one |
| Formula | C22H17N3O6 |
| Synonym | b-AP15; b-AP15; b-AP-15; USP14 Inhibitor III; UCHL5UCH37 Inhibitor II; NSC687852. |
| IUPAC Name | (3E,5E)-1-acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one. |
| InChIKey | GFARQYQBWJLZMW-JYFOCSDGSA-N |
| InChI | InChI=1S/C22H17N3O6/c1-2-21(26)23-13-17(11-15-3-7-19(8-4-15)24(28)29)22(27)18(14-23)12-16-5-9-20(10-6-16)25(30)31/h2-12H,1,13-14H2/b17-11+,18-12+ |
| Canonical SMILES | O=C1/C(CN(C(C=C)=O)C/C1=C\C2=CC=C([N+]([O-])=O)C=C2)=C/C3=CC=C([N+]([O-])=O)C=C3 |
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产品应用
- b-AP15 is a novel inhibitor of proteasome deubiquitination. b-AP15 displays antitumor activity in several preclinical, solid tumor models. b-AP15 triggers time- and dose-dependent apoptosis of the human multiple myeloma (MM) cell lines RPMI8226 and U266, as determined by phosphatidylserine exposure. Furthermore, b-AP15 triggered processing of pro-caspase-3 and cleavage of poly (ADP-ribose) polymerase in MM cells. b-AP15 also induced caspase-independent apoptosis in primary human natural killer cells. b-AP15 may have potential for treatment of multiple myeloma patients.
