42059-78-9

Basic information

• Product Name: 6-ETHYL-3-FORMYLCHROMONE
• Synonyms: AKOS BBS-00006911;6-ETHYL-3-FORMYLCHROMONE;6-ETHYL-4-OXO-4 H-1-BENZOPYRAN-3-CARBOXALDEHYDE;6-ETHYL-4-OXO-4H-CHROMENE-3-CARBALDEHYDE;6-Ethyl-3-formylchromone 98%;6-ethyl-4-oxochromene-3-carbaldehyde
• CAS NO: 42059-78-9
• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21
• Product Categories: Heterocyclic Compounds
• Mol File: 42059-78-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 108-110 °C(lit.)
• Boiling Point: 343.3 °C at 760 mmHg
• Flash Point: 153.3 °C
• Appearance: /
• Density: 1.308 g/cm³
• Vapor Pressure: 7.1E-05mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 6-ETHYL-3-FORMYLCHROMONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-ETHYL-3-FORMYLCHROMONE(42059-78-9)
• EPA Substance Registry System: 6-ETHYL-3-FORMYLCHROMONE(42059-78-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 42059-78-9(Hazardous Substances Data)

Usage

Uses

6-Ethyl-3-formylchromone is the suitable reagent used in the synthesis of uridine-based library. It may be used in the synthesis of ethyl 3-acetyl-5-(5-ethyl-2-hydroxybenzoyl)-2-hydroxybenzoate.

General Description

6-Ethyl-3-formylchromone (6-Ethyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde) is a benzopyran derivative. It is a bicyclic heterocyclic molecule made up of a benzene ring fused to a heterocyclic pyran ring.

InChI:InChI=1/C12H10O3/c1-2-8-3-4-11-10(5-8)12(14)9(6-13)7-15-11/h3-7H,2H2,1H3

Upstream product

• 123-07-9 4-Ethylphenol 
• 3245-23-6 p-ethylphenyl acetate 
• 24539-92-2 3-ethyl-6-hydroxyacetophenone 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 50743-19-6 6-ethyl-4-oxo-4H-1-benzopyran-3-carbonitrile 
• 53658-18-7 (5-ethyl-2-hydroxy-phenyl)-isoxazol-4-yl-methanone 
• 95664-54-3 5-(5'-ethyl-o-hydroxybenzoyl)-2-amino pyridine 
• 1005791-83-2 (5-ethyl-2-hydroxyphenyl)-[3-(4-fluorobenzoyl)-4-hydroxyphenyl]methanone 
• 1411983-49-7 3-bromo-N′-((6-ethyl-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide 

Relevant articles and documents

Novel chromenyl-based 2-iminothiazolidin-4-one derivatives as tubulin polymerization inhibitors: Design, synthesis, biological evaluation and molecular modelling studies

Here-in, we present molecular design, chemical synthesis and evaluation of novel chromenyl-based 2-iminothiazolidin-4-one derivatives as tubulin polymerization inhibitors. The newly synthesized compounds were evaluated for their in vitro cytotoxicities against A549 (lung cancer), MDA-MB-231 and BT-471 (breast cancer), HepG2 (liver cancer) and HCT-116 (colon cancer) cell lines by MTT assay. Among the synthesized compounds, compound 12b showed excellent anticancer activity on MDA-MB-231 cell line with IC50 value of 0.95 ± 1.88 μM and was verified to be safe in normal human bronchial epithelial cells (Beas-2B). Apoptosis induced by the lead 12b was observed using morphological observations, AO/EB and DAPI staining procedures. Further, dose-dependent increase in the depolarization of mitochondrial membrane was also observed through JC-1 staining. Annexin V-FITC/PI assay confirmed that 12b induced early apoptosis. Additionally, cell cycle analysis indicated that the MDA-MB-231 cells were arrested at sub-G2/M phase and also inhibited tubulin polymerization with IC50 value of 3.54 ± 0.2 μM. Molecular docking simulations were employed to identify the important binding modes responsible for the tubulin inhibitory activity, thus supporting their effective anticancer potential.

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.

Studies on antianaphylactic agents: I. A facile synthesis of 4 oxo 4H 1 benzopyran 3 carboxaldehydes by Vilsmeier reagents

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