1388722-87-9

Basic information

• Product Name: C₁₇H₁₄ClNO₂
• Synonyms: C₁₇H₁₄ClNO₂
• CAS NO: 1388722-87-9
• Molecular Weight: 299.757
• Mol File: 1388722-87-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₇H₁₄ClNO₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₇H₁₄ClNO₂(1388722-87-9)
• EPA Substance Registry System: C₁₇H₁₄ClNO₂(1388722-87-9)

Safety Data

• Hazardous Substances Data: 1388722-87-9(Hazardous Substances Data)

Upstream product

• 24539-92-2 3-ethyl-6-hydroxyacetophenone 
• 7073-36-1 2-chloro-4-nitrobenzoyl chloride 
• 1388722-79-9 6-ethyl-2'-chloro-4'-nitroflavone 

Downstream Products

• 1388723-04-3 N-(3-chloro-4-(6-ethyl-4-oxo-4H-chromen-2-yl)phenyl)-2-(3-fluorophenyl)acetamide 
• 1388722-95-9 1-(3-chloro-4-(6-ethyl-4-oxo-4H-chromen-2-yl) phenyl)-3-(4-chlorophenyl)urea 
• 1388722-99-3 C₂₄H₁₈Cl₂N₂O₃ 
• 1420991-68-9 C₂₅H₁₉ClFNO₃ 

Relevant articles and documents

2'-chloro-4'-aminoflavone derivatives selectively targeting hepatocarcinoma cells: Convenient synthetic process, G2/M cell cycle arrest and apoptosis triggers

A series of 2'-chloro-4'-nitroflavone and 2'-chloro-4'-aminoflavone derivatives were synthesized by a convenient synthetic process. The in vitro anti-proliferation ability of these compounds was evaluated against hepatocarcinoma cells (HepG2), breast adenocarcinoma cells (MCF-7), and human chronic myelogenous leukemia cells (K562). Most of synthetic compounds possessed notable anti-proliferation activity against HepG2 cells and little activity against MCF-7 cells and K562 cells. In particular, compounds 4c and 4e exhibited high anti-proliferation activity against HepG2 cells with IC50 at about 2.0 μM. Further toxicity screening toward normal human hepatocytes indicated that some compounds had low toxicity against normal liver cells, among which 4e displayed very weak effects on QSG7701 and HL7702 cells, with IC 50 values >100 and 50 μM, respectively. Compound 4c, with the best anti-proliferation activity in amino-substituted flavones (IC50 = 2.0 μM), was selected for further evaluation of its effects on apoptosis and the cell cycle. HepG2 cells were exposed to this compound at 10 μM, which induced nuclear disassembly and DNA fragmentation. Flow cytometry analysis suggested that the population of apoptotic cells greatly increased in the 4c-treated HepG2 cells, and the cell cycle was arrested at the G2/M phase. A series of 2'-chloro-4'-nitroflavone derivatives and 2'-chloro-4'-aminoflavone derivatives were synthesized. Most compounds exhibited potent in vitro anti-tumor ability toward HepG2 cells, but very little effect on MCF-7 and K562 cells. The representative compound 4e displayed very weak toxicity against two human normal liver cells lines, QSG7701 and HL7702; the most active compound 4c (IC50 = 2 μM) arrested the cell cycle at the G2/M phase and induced apoptosis of HepG2 cells. Copyright