Inauhzin, 98%, a dual SirT1/IMPDH2 inhibitor 2-((5H-[1,2,4]三嗪并[5,6-b]吲哚-3-基)硫基)-1-(10H-吩噻嗪-10-基)丁-1-酮
CAS 309271-94-1 MFCD09271941
化学结构图
SMILES: CCC(Sc1nnc2c(n1)[nH]c1ccccc12)C(=O)N1c2ccccc2Sc2ccccc21
化学属性
| Mol. Weight | 470 |
|---|---|
| Appearance | white solid powder |
| Solubility | Soluble in DMSO, not in water |
| Mol. Formula | C25H19N5OS2 |
别名和识别编码
| Chemical Name Translation | 2-((5H-[1,2,4]三嗪并[5,6-b]吲哚-3-基)硫基)-1-(10H-吩噻嗪-10-基)丁-1-酮 |
|---|---|
| Chemical Name | Inauhzin, 98%, a dual SirT1/IMPDH2 inhibitor |
| Formula | C25H19N5OS2 |
| Synonym | Inauhzin |
| IUPAC Name | 2-((5H-[1,2,4]triazino[5,6-b]indol-3-yl)thio)-1-(10H-phenothiazin-10-yl)butan-1-one |
| InChIKey | VHUOXERIKQWIJE-UHFFFAOYSA-N |
| InChI | InChI=1S/C25H19N5OS2/c1-2-19(33-25-27-23-22(28-29-25)15-9-3-4-10-16(15)26-23)24(31)30-17-11-5-7-13-20(17)32-21-14-8-6-12-18(21)30/h3-14,19H,2H2,1H3,(H,26,27,29) |
| Canonical SMILES | CCC(SC1=NN=C2C(NC3=C2C=CC=C3)=N1)C(N4C5=C(C=CC=C5)SC6=CC=CC=C46)=O |
| MDL Number | N/A |
| CAS Number | 309271-94-1 |
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产品应用
- Inauhzin is a potent SIRT inhibitor, which effectively reactivates p53 by inhibiting SIRT1 activity, promotes p53-dependent apoptosis of human cancer cells without causing apparently genotoxic stress. Moreover, Inauhzin stabilizes p53 by increasing p53 acetylation and preventing MDM2-mediated ubiquitylation of p53 in cells, though not directly in vitro. Remarkably, Inauhzin inhibits cell proliferation, induces senescence and tumour-specific apoptosis, and represses the growth of xenograft tumours derived from p53-harbouring H460 and HCT116 cells without causing apparent toxicity to normal tissues and the tumour-bearing SCID mice.
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