288399-61-1

Basic information

• Product Name: 6-TERT-BUTYL-3-FORMYLCHROMONE
• Synonyms: 6-TERT-BUTYL-3-FORMYLCHROMONE
• CAS NO: 288399-61-1
• Molecular Formula: C14H14 O3
• Molecular Weight: 230.26
• Mol File: 288399-61-1.mol

Chemical Properties

• Boiling Point: 347.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.222±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 6-TERT-BUTYL-3-FORMYLCHROMONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-TERT-BUTYL-3-FORMYLCHROMONE(288399-61-1)
• EPA Substance Registry System: 6-TERT-BUTYL-3-FORMYLCHROMONE(288399-61-1)

Safety Data

• Hazardous Substances Data: 288399-61-1(Hazardous Substances Data)

Upstream product

• 57373-81-6 2-hydroxy-5-t-butyl-acetophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 3056-64-2 4-(tert-butyl)phenyl acetate 
• 98-54-4 para-tert-butylphenol 

Relevant articles and documents

Design, synthesis and docking studies of novel thienopyrimidine derivatives bearing chromone moiety as mTOR/PI3Kα inhibitors

Two series of thienopyrimidine derivatives (10a-k, 16a-j) bearing chromone moiety were designed and synthesized. All the compounds were evaluated for inhibitory activity against mTOR kinase at a concentration of 10uM. Four selected compounds were further evaluated for the IC50 values against mTOR kinase, PI3Kα kinase and two cancer cell lines. Some of the target compounds exhibited moderate to excellent mTOR/PI3Kα kinase inhibitory activity and cytotoxicity. The most promising compound 16i showed good inhibitory activity against mTOR/PI3Kα kinase and good antitumor potency for H460 and PC-3 cell lines with IC50 values of 0.16 ± 0.03 μM, 2.35 ± 0.19 μM, 1.20 ± 0.23 μM and 0.85 ± 0.04 μM, which were 8.6, >5, 7.9 and 19.1 times more active than compound I (1.37 ± 0.07 μM, >10 μM, 9.52 ± 0.29 μM, 16.27 ± 0.54 μM), respectively. Structure-activity relationships (SARs) and docking studies indicated that the chromone moiety is necessary for the potent antitumor activity and cytotoxicity of these compounds. Substitution of the chromone moiety at the 6-position has a significant impact to the inhibitory activity, in particular a carboxylic acid group, produced the best potency.

Design and syntheses of novel N′-((4-oxo-4H-chromen-3-yl)methylene) benzohydrazide as inhibitors of cyanobacterial fructose-1,6-/sedoheptulose-1,7- bisphosphatase

Cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphoshatase (Cy-FBP/SBPase) is an important target enzyme for finding inhibitors to solve harmful algal bloom (HAB). In this study, as potential inhibitors of Cy-FBP/SBPase, a series of novel chromone-connecting benzohydrazone compounds (Novel N′-((4-oxo-4H-chromen-3-yl)methylene)benzohydrazide) were designed and synthesized. Their inhibitory activities against Cy-FBP/SBPase were further examined in vitro. Some of these compounds, such as f6-f8, f11, f12 and f16, exhibit higher inhibitory activities (IC50 = 11.2-16.1 μM), especially, the compound f7 was identified as the most potent inhibitor with IC50 value of 11.2 μM. The probable binding-mode of compound f7 was further analyzed carefully by molecular docking methods. These results indicate that compound f7 could be used as a lead compound for further optimization and might have potential to be developed as a new algicide.