| Company Name: |
SPIRO PHARMA |
| Tel: |
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| Email: |
eric_feng1954@126.com |
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| | NSC687852 Basic information |
| Product Name: | NSC687852 | | Synonyms: | NSC-687852;(3Z,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)-piperidin-4-one;NSC687852 >=98% (HPLC);4-Piperidinone, 3,5-bis[(4-nitrophenyl)methylene]-1-(1-oxo-2-propen-1-yl)-;b-AP15 | | CAS: | 330450-45-8 | | MF: | C22H17N3O6 | | MW: | 419.39 | | EINECS: | | | Product Categories: | | | Mol File: | 330450-45-8.mol |  |
| | NSC687852 Chemical Properties |
| Melting point | 169-170 °C | | Boiling point | 670.4±55.0 °C(Predicted) | | density | 1.416±0.06 g/cm3(Predicted) | | pka | -1.39±0.20(Predicted) |
| | NSC687852 Usage And Synthesis |
| Uses | (E/Z)-NSC-687852 is a isomer of NSC-687852 (HY-13989). NSC687852 (b-AP15) is a specific inhibitor of the deubiquitinating enzymes UCHL5 and Usp14[1]. | | Enzyme inhibitor | This deubiquitinase inhibitor (FW = 421.31 g/mol; CAS 1009817-63-3),
also named 3,5-bis[ (4-nitrophenyl) methylene]-1- (1-oxo-2-propen-1-yl) -
(3E,5E) -4-piperidinone, targets two proteasome-associated ubiquitin
carboxyl-terminal hydrolase-14, or USP14, and Ubiquitin Carboxyl-terminal
Hydrolase isozyme L5 UCHL5, IC50 = 2.1 μM, resulting in a rapid
accumulation of high-molecular-weight ubiquitin conjugates and functional
shutdown of proteasome. Interestingly, b-AP15 displays several differences
with respect to bortezomib including insensitivity to over-expression of the
anti-apoptotic mediator Bcl-2 and anti-tumor activity in solid tumor models.
Inhibition of DUBs blocked the processing and release of interleukin IL-1β
in both mouse and human macrophages. DUB activity was necessary for
inflammasome association as DUB inhibition also impaired ASC
oligomerization and caspase-1 activation without directly blocking caspase-
1 activity. These data reveal the requirement for DUB activity in a key
reaction of the innate immune response and highlight the therapeutic
potential of DUB inhibitors for chronic auto-inflammatory diseases. (See
also Bortezomib, Eeeyarestatin I) | | References | [1] Berndtsson M, et al. Induction of the lysosomal apoptosis pathway by inhibitors of the ubiquitin-proteasome system. Int J Cancer. 2009;124(6):1463-1469. DOI:10.1002/ijc.24004 |
| | NSC687852 Preparation Products And Raw materials |
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