450-83-9

Basic information

• Product Name: 4-FLUORO-2-METHOXYBENZALDEHYDE
• Synonyms: 4-Fluoro-o-anisaldehyde;5-Fluoro-2-formylanisole, 4-Fluoro-o-anisaldehyde;4-FLUORO-2-METHOXYBENZALDEHYDE;2-METHOXY-4-FLUOROBENZALDEHYDE;Fluoromethoxybenzaldehyde4;4-Fluoro-2-methoxybenzaldehyde 99%;5-Fluoro-2-formylanisole, 5-Fluoro-2-formylphenyl methyl ether
• CAS NO: 450-83-9
• Molecular Formula: C₈H₇FO₂
• Molecular Weight: 154.14
• EINECS: 200-258-5
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Adehydes, Acetals & Ketones;Anisoles, Alkyloxy Compounds & Phenylacetates;Fluorine Compounds
• Mol File: 450-83-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 55 °C
• Boiling Point: 224.6 °C at 760 mmHg
• Flash Point: 87.2 °C
• Appearance: /
• Density: 1.192 g/cm³
• Vapor Pressure: 0.0905mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4-FLUORO-2-METHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-2-METHOXYBENZALDEHYDE(450-83-9)
• EPA Substance Registry System: 4-FLUORO-2-METHOXYBENZALDEHYDE(450-83-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-52-41-37/38-22
• Safety Statements: 26-36-39
• Hazardous Substances Data: 450-83-9(Hazardous Substances Data)

Usage

Description

4-FLUORO-2-METHOXYBENZALDEHYDE is an organic compound characterized by its aromatic structure, featuring a fluorine atom at the 4-position and a methoxy group at the 2-position of the benzene ring. 4-FLUORO-2-METHOXYBENZALDEHYDE is known for its potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
4-FLUORO-2-METHOXYBENZALDEHYDE is used as a key intermediate in the synthesis of imidazopyridazinones, which are novel PDE7 inhibitors. These inhibitors play a crucial role in the treatment of Parkinson's disease by modulating the levels of cyclic nucleotides in the brain, thereby improving the symptoms and overall management of the condition.

InChI:InChI=1/C8H7FO2/c1-11-8-4-7(9)3-2-6(8)5-10/h2-5H,1H3

Upstream product

• 348-28-7 4-fluoro-2-hydroxybenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 2591-86-8 N-Formylpiperidine 
• 456-49-5 1-fluoro-3-methoxybenzene 
• 74-88-4 methyl iodide 
• 372-20-3 3-fluorophenol 
• 450-91-9 4-fluoro-2-methoxyaniline 
• 450-90-8 4-fluoro-1-iodo-2-methoxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 50-00-0 formaldehyd 

Downstream Products

• 395-82-4 4-fluoro-2-methoxy-benzoic acid 
• 1354963-00-0 4-(4-chloro-3-(trifluoromethyl)phenoxy)-2-methoxybenzaldehyde 
• 1404065-37-7 tert-butyl {1-[4-(6-cyclohexyl-4-methyl-7-oxo-6,7-dihydro-1H-imidazo[4,5-d]pyridazin-2-yl)-3-methoxyphenyl]piperidin-4-yl}carbamate 
• 1404065-58-2 C₂₄H₃₂N₆O₂ 
• 1404065-55-9 C₂₄H₃₂N₆O₂ 
• 1404065-57-1 C₂₆H₃₄N₆O₃ 
• 1404065-69-5 C₂₃H₃₀N₆O₂ 
• 1404065-70-8 C₂₅H₃₄N₆O₂ 
• 1404065-71-9 C₂₄H₃₃N₇O₂ 
• 1404065-72-0 C₂₆H₃₈N₆O₂ 
• 1404065-73-1 C₂₅H₂₈N₆O₂ 
• 1404065-65-1 C₂₈H₃₈N₆O₄ 
• 1404065-66-2 C₃₀H₄₂N₆O₄ 
• 1404065-68-4 C₂₉H₄₁N₇O₄ 

Relevant articles and documents

A tandem cross-coupling/SNAr approach to functionalized carbazoles

(Chemical Equation Presented) A novel route to functionalized carbazoles utilizing a tandem Suzuki cross-coupling/SNAr protocol is described. This process was found to be compatible with a variety of electron-withdrawing groups including aldehy

Deuterated Curcuminoids: Synthesis, Structures, Computational/Docking and Comparative Cell Viability Assays against Colorectal Cancer

A series of deuterated curcuminoids (CUR) were synthesized, bearing two to six OCD3 groups, in some cases in combination with methoxy groups, and in others together with fluorine or chlorine atoms. A model ring-deuterated hexamethoxy-CUR–BF2 and its corresponding CUR compound were also synthesized from a 2,4,6-trimethoxybenzaldehyde-3,5-d2 precursor. As with their protio analogues, the deuterated compounds were found to remain exclusively in the enolic form. The antiproliferative activities of these compounds were studied by in vitro bioassays against a panel of 60 cancer cell lines, and more specifically in human colorectal cancer (CRC) cells (HCT116, HT29, DLD-1, RKO, SW837, and Caco2) and in normal colon cells (CCD841CoN). The deuterated CUR–BF2 adducts exhibited better overall growth inhibition by NCI-60 assay, while for other CUR–BF2 adducts the non-deuterated analogues were more cytotoxic. Results of the more focused comparative cell viability assays followed the same trend, but with some variation depending on cell lines. The CUR–BF2 adducts exhibited significantly higher cytotoxicity than CURs. Structural studies (X-ray and DFT) and computational molecular docking calculations comparing their inhibitory efficacy with those of known anticancer agents used in chemotherapy are also reported.

Fluorinated Radicamine A and B: Synthesis and Glycosidase Inhibition

Fluorinated derivatives of radicamine A and radicamine B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies showed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom. C-7 or C-11 fluorination of the aromatic ring decreased α-glucosidase inhibition of the derivatives, whereas C-8 or C-10 fluorination preserved glycosidase inhibitory activities. Fluorinated derivatives of radicamine A and B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies revealed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom.