N-(12-Cyanindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxaMide
- CAS No.
- 487020-03-1
- Chemical Name:
- N-(12-Cyanindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxaMide
- Synonyms
- HI-TOPK-32;HI-TOPK-032;HI-TOPK-032 (HI TOPK 032;HITOPK032,inhibit,HI TOPK 032,TOPK,Inhibitor;N-(12-Cyanindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxaMide;N-(12-Cyanoindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxamide;2-Thiophenecarboxamide, N-(12-cyanoindolizino[2,3-b]quinoxalin-2-yl)-
- CBNumber:
- CB42695998
- Molecular Formula:
- C20H11N5OS
- Molecular Weight:
- 369.4
- MDL Number:
- MFCD03286313
- MOL File:
- 487020-03-1.mol
- MSDS File:
- SDS
Boiling point | 415.3±45.0 °C(Predicted) |
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Density | 1.50±0.1 g/cm3(Predicted) |
storage temp. | 2-8°C |
solubility | DMSO: soluble3mg/mL, clear (warmed) |
pka | 9.32±0.46(Predicted) |
form | powder |
color | orange-brown |
FDA UNII | VH977A8H53 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302 | |||||||||
Precautionary statements | P264-P270-P301+P312-P330-P501 | |||||||||
Hazard Codes | Xn | |||||||||
Risk Statements | 22 | |||||||||
WGK Germany | 3 | |||||||||
HS Code | 2922500090 | |||||||||
NFPA 704 |
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N-(12-Cyanindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxaMide price More Price(20)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | SML0796 | HI-TOPK-032 ≥98% (HPLC) | 487020-03-1 | 5mg | $123 | 2024-03-01 | Buy |
Sigma-Aldrich | SML0796 | HI-TOPK-032 ≥98% (HPLC) | 487020-03-1 | 25mg | $482 | 2024-03-01 | Buy |
Sigma-Aldrich | 614849 | TOPK/PBK Inhibitor, HI-TOPK-032 - CAS 487020-03-1 - Calbiochem A cell-permeable, selective, ATP competitive, reversible inhibitor of T-LAK-cell-originated protein kinase (IC?? = 2 μM). | 487020-03-1 | 5MG | $201 | 2023-06-20 | Buy |
Cayman Chemical | 19815 | HI TOPK 032 ≥95% | 487020-03-1 | 1mg | $34 | 2024-03-01 | Buy |
Cayman Chemical | 19815 | HI TOPK 032 ≥95% | 487020-03-1 | 5mg | $92 | 2024-03-01 | Buy |
N-(12-Cyanindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxaMide Chemical Properties,Uses,Production
Description
HI TOPK 032 is an inhibitor of lymphokine-activated killer T cell-originated protein kinase (TOPK), blocking phosphorylation of the substrate histone H2AX with an IC50 value of ~2 μM and providing complete inhibition at 5 μM. It also inhibits checkpoint kinase 1 (Chk1; IC50 = 9.6 μM). In addition, HI TOPK 032 inhibits MEK1, achieving 40% inhibition at 5 μM, but it does not alter the activities of ERK1, JNK1, or p38 MAPK at 2 μM. HI TOPK 032 decreases the growth of colon cancer and glioma initiating cells in vitro and suppresses tumor growth in vivo.
Uses
N-(12-Cyanindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxamide is a novel TOPK inhibitor that was shown to effectively suppress colon cancer growth.
Uses
HI-TOPK-032 has been used as a PDZ binding-kinase (PBK) inhibitor.
Biological Activity
HI-TOPK-032 is a potent and specific inhibitor of TOPK. HI-TOPK-032 also reduces ERK-RSK phosphorylation, modulates the abundance of p53, cleaved caspase-7, and cleaved PARP, and induces apoptosis in cancer cells.
Biochem/physiol Actions
HI-TOPK-032 is a specific TOPK (T-LAK cell–originated protein kinase) inhibitor both in vitro and in vivo. HI-TOPK-032 suppressed tumor growth in a colon cancer xenograft model.
in vitro
HI-TOPK-032 strongly suppresses TOPK kinase activity but has little effect on extracellular signal-regulated kinase 1 (ERK1), c-jun-NH2-kinase 1, or p38 kinase activities. HI-TOPK-032 occupies the ATP-binding site of TOPK and fits the binding site very well. The compound forms hydrogen bonds with GLY83 and ASP151 and has a hydrophobic interaction with LYS30. However, HI-TOPK-032 at the highest concentration (5 μM) also inhibits MEK1 activity by 40%. HI-TOPK-032 also inhibits anchorage-dependent and -independent colon cancer cell growth by reducing ERK-RSK phosphorylation as well as increasing colon cancer cell apoptosis through regulation of the abundance of p53, cleaved caspase-7, and cleaved PARP.
in vivo
Treatment of mice with 1 or 10 mg/kg of HI-TOPK-032 significantly inhibits HCT-116 tumor growth by more than 60% relative to the vehicle-treated group. Mice are well tolerated with HI-TOPK-032 treatment. The expression of p53 is strongly induced, and phosphorylation of ERK and RSK, a direct downstream protein of ERK, is markedly inhibited in the HI-TOPK-032-treated group.
N-(12-Cyanindolizino[2,3-b]quinoxalin-2-yl)-2-thiophenecarboxaMide Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30250 | 58 |
InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33350 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131980 | 58 |
J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 94658 | 76 |
Shanghai TaoSu Biochemical Technology Co., Ltd. | 021-33632979 | info@tsbiochem.com | China | 8072 | 58 |
Shanghai XingMo Biotechnology Co., Ltd. | 13524779951 | 2075692521@qq.com | China | 310 | 55 |
Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |