5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride
| 中文名称 | 5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride |
|---|---|
| 中文同义词 | 化合物 T22087;化合物 HLI 373 |
| 英文名称 | 5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride |
| 英文同义词 | 5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride;HLI 373;Pyrimido[4,5-b]quinoline-2,4(3H,10H)-dione, 5-[[3-(dimethylamino)propyl]amino]-3,10-dimethyl- |
| CAS号 | 502137-98-6 |
| 分子式 | C18H23N5O2 |
| 分子量 | 341.41 |
| EINECS号 | |
| 相关类别 | |
| Mol文件 | 502137-98-6.mol |
| 结构式 | ![5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride 结构式](CAS/20180808/GIF/502137-98-6.gif) |
5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride 性质
| 储存条件 | Desiccate at RT |
|---|---|
| 溶解度 | <37.79mg/ml，水中；不溶于 DMSO |
| 形态 | 固体 |
| 颜色 | 淡黄色，米色 |
| 水溶解性 | water: 50mg/mL |
| InChI | 1S/C18H23N5O2.2ClH/c1-21(2)11-7-10-19-15-12-8-5-6-9-13(12)22(3)16-14(15)17(24)23(4)18(25)20-16;;/h5-6,8-9,19H,7,10-11H2,1-4H3;2*1H |
| InChIKey | WUEMKAQTAIRDOA-UHFFFAOYSA-N |
| SMILES | O=C1C2=C(NCCCN(C)C)C3=C(C=CC=C3)N(C)C2=NC(N1C)=O.[2HCl] |
5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride 用途与合成方法
Hdm2; Apoptosis; Antimalarial
HLI373 (3-15 μM; 15 hours) selectively kills tumor cells harboring wild type p53.
HLI373 (10-50 μM) stabilizes cellular Hdm2 in a dose-dependent manner.
HLI373 (3 μM) activates p53 transcription.
HLI373 selectively inhibits auto-ubiquitylation of Hdm2.
Co-transfection with plasmids encoding p53 and Hdm2 results in degradation of p53. Incubation with HLI373 (5-10 μM; 8 hours) blocks p53 degradation. HLI373 increases p53 and Hdm2 protein levels in cells.
HLI 373 also shows lower IC
50
values (below 6 μM) against both chloroquine-sensitive
P. falciparum
D6 strain (
Pf
D6) and chloroquine-resistant
P. falciparum
W2 strain (
Pf
W2) and exhibits early growth inhibition.
HLI-373 is a MDM2 inhibitor interrupting its ubiquitin E3 ligase activity, could abolish the ubiquitylation of its substrate protein p53. HLI-373 targets the C-terminus functioning as an E3 ubiquitin ligase.
Cell Viability Assay
| Cell Line: | Wild type p53 mouse embryo fibroblasts (MEFs), and p53-deficient MEFs |
| Concentration: | 3, 10, 15 μM |
| Incubation Time: | 15 hours |
| Result: | Increased cell death in wild type p53 MEFs in a dose-dependent manner, p53-deficient MEFs were relatively resistant. |
Western Blot Analysis
| Cell Line: | U2OS cells |
| Concentration: | 5, 10 μM |
| Incubation Time: | 8 hours |
| Result: | Blocked p53 degradation caused by co-transfection with plasmids encoding p53 and Hdm2. |
安全信息
| WGK Germany | WGK 2 |
|---|---|
| 存储类别 | 11 - 可燃固体 |
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2023/03/20 | HY-108640 | 5-[[3-Dimethylamino)propyl]amino]-3,10-dimethylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dionedihydrochloride HLI373 | 502137-98-6 | 5mg | 7500元 |