69155-76-6

Basic information

• Product Name: 6-FLUORO-3-FORMYLCHROMONE
• Synonyms: TIMTEC-BB SBB005562;AKOS BBS-00001397;6-FLUORO-4-OXO-4H-CHROMENE-3-CARBALDEHYDE;6-FLUOROCHROMONE-3-CARBOXALDEHYDE;6-FLUORO-3-FORMYLCHROMONE;6-FLUOROCHROMONE-3-CARBOXALDEHYDE 97%;6-fluoro-2-oxo-chromene-3-carbaldehyde
• CAS NO: 69155-76-6
• Molecular Formula: C₁₀H₅FO₃
• Molecular Weight: 192.14
• Product Categories: Heterocyclic Compounds
• Mol File: 69155-76-6.mol
• Article Data: 26

Chemical Properties

• Melting Point: 155-160 °C(lit.)
• Boiling Point: 313.7 °C at 760 mmHg
• Flash Point: 138.9 °C
• Appearance: /
• Density: 1.526 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.658
• Sensitive: Air Sensitive
• CAS DataBase Reference: 6-FLUORO-3-FORMYLCHROMONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-3-FORMYLCHROMONE(69155-76-6)
• EPA Substance Registry System: 6-FLUORO-3-FORMYLCHROMONE(69155-76-6)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 69155-76-6(Hazardous Substances Data)

Usage

Description

6-FLUORO-3-FORMYLCHROMONE is a chemical compound characterized by the presence of a fluorine atom at the 6th position and a formyl group (aldehyde) at the 3rd position in the chromone structure. Chromones are a class of organic compounds that consist of a benzopyran core, which is a fused benzene and pyran ring system. The fluorine atom and formyl group in 6-FLUORO-3-FORMYLCHROMONE contribute to its unique chemical properties and potential applications in various fields.

Uses

6-FLUORO-3-FORMYLCHROMONE is used as an intermediate in the synthesis of various fluorine-containing chromone-tetrazoles, which are compounds with potential applications in different industries.
Used in Pharmaceutical Industry:
6-FLUORO-3-FORMYLCHROMONE is used as a key intermediate for the synthesis of fluorine-containing chromone-tetrazoles, which may have potential applications in the development of new pharmaceuticals. These compounds could be utilized in the treatment of various diseases due to their unique chemical structures and properties.
Used in Chemical Synthesis:
6-FLUORO-3-FORMYLCHROMONE is used as a building block in the synthesis of more complex organic molecules, particularly those containing the chromone and tetrazole moieties. These synthesized compounds may find applications in various fields, such as materials science, agrochemistry, and pharmaceuticals.
Some examples of fluorine-containing chromone-tetrazoles synthesized using 6-FLUORO-3-FORMYLCHROMONE include:
1. 3-((1-cyclohexyl-1H-tetrazol-5-yl)(phenylamino)methyl)-6-fluoro-4H-chromen-4-one
2. 3-((1-cyclohexyl-1H-tetrazol-5-yl)((3,4,5-trimethoxyphenyl)amino)methyl)-6-fluoro-4H-chrome-4-one
3. 3-((1-(tert-butyl)-1H-tetrazol-5-yl)(phenylamino)methyl)-6-fluoro-4H-chromen-4-one
4. 3-((1-(tert-butyl)-1H-tetrazol-5-yl)((4-chlorophenyl)amino)methyl)-6-fluoro-4H-chromen-4-one
These synthesized compounds may exhibit various biological activities and properties, making them valuable for further research and development in the pharmaceutical and chemical industries.

InChI:InChI=1/C10H5FO3/c11-8-1-2-9-6(4-8)3-7(5-12)10(13)14-9/h1-5H

Upstream product

• 347-54-6 5-fluoro-2-hydroxybenzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 79-37-8 oxalyl dichloride 
• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 405-51-6 4-fluorophenyl acetate 
• 371-41-5 4-Fluorophenol 

Downstream Products

• 1411983-47-5 3-bromo-N′-((6-fluoro-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide 

Relevant articles and documents

Identification of potent α-amylase inhibitors via dynamic combinatorial chemistry

In this study, we report for the first time the discovery of potent α-amylase inhibitors using principle of dynamic combinatorial chemistry. The best compound identified exhibited not only high inhibitory efficiency but also low cytotoxicity. The binding mode and possible mechanism are determined in the subsequent kinetic and molecular docking studies.

Polysubstituted heterocyclic derivative, preparation method thereof and application of polysubstituted heterocyclic derivative in medicine

The invention provides a polysubstituted heterocyclic derivative, a preparation method thereof and application of the polysubstituted heterocyclic derivative in medicine, and belongs to the technical field of medicinal chemistry. The polysubstituted heterocyclic derivative is a compound shown in a general formula I or II, a pharmaceutically acceptable salt or a solvate of the compound, and the compound can inhibit mRNA demethylase on the protease level and is used for treating diseases related to mRNA demethylase functions.

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.