51788-80-8

Basic information

• Product Name: 4-FLUORO-2-METHOXYACETOPHENONE
• Synonyms: 4'-FLUORO-2'-METHOXYACETOPHENONE;4-FLUORO-2-METHOXYACETOPHENONE;2-methoxy-4-fluoroacetophenone;4'-Fluoro-2'-methoxyacetophenone 98%;4'-Fluoro-2'-methoxyacetophenone98%;4'-fluoro-2'-methoxyacetophenone,1-(4-fluoro-2-methoxyphenyl)ethanone;1-(4-fluoro-2-methoxyphenyl)ethanone
• CAS NO: 51788-80-8
• Molecular Formula: C₉H₉FO₂
• Molecular Weight: 168.16
• Product Categories: Fluorine series;Aromatic Acetophenones & Derivatives (substituted);Adehydes, Acetals & Ketones;Anisoles, Alkyloxy Compounds & Phenylacetates;Fluorine Compounds;Acetophenone series
• Mol File: 51788-80-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 51 °C
• Boiling Point: 228.4 °C at 760 mmHg
• Flash Point: 89.4 °C
• Appearance: /
• Density: 1.127g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2251986
• CAS DataBase Reference: 4-FLUORO-2-METHOXYACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-2-METHOXYACETOPHENONE(51788-80-8)
• EPA Substance Registry System: 4-FLUORO-2-METHOXYACETOPHENONE(51788-80-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 51788-80-8(Hazardous Substances Data)

Usage

Uses

4''-Fluoro-2''-methoxyacetophenone

Preparation

Preparation by reaction of methyl iodide with 4-fluoro-2-hydroxyacetophenone in the presence of potassium carbonate, ? in DMSO at r.t. for 1 h (100%); ? in acetone (97%).

InChI:InChI=1/C9H9FO2/c1-6(11)8-4-3-7(10)5-9(8)12-2/h3-5H,1-2H3

Upstream product

• 1481-27-2 4-Fluoro-2-hydroxyacetophenone 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 456-49-5 1-fluoro-3-methoxybenzene 
• 108-24-7 acetic anhydride 
• 372-20-3 3-fluorophenol 
• 701-83-7 3-fluorophenyl acetate 

Downstream Products

• 93276-65-4 2'-methoxy-4'-methylthioacetophenone 
• 450-93-1 2-methoxy-4-fluorophenol 
• 246029-02-7 5-fluorobenzofuran-7-ol 
• 246028-99-9 1-(2,2-diethoxyethoxy)-4-fluoro-2-methoxybenzene 
• 93276-66-5 α-bromo-2'-methoxy-4'-methylthioacetophenone 
• 102362-14-1 2-<2-methoxy-4-(methylsulfenyl)phenyl>imidazo<1,2-a>pyrazine 

Relevant articles and documents

Structure-Based Design of N-(5-Phenylthiazol-2-yl)acrylamides as Novel and Potent Glutathione S-Transferase Omega 1 Inhibitors

Using reported glutathione S-transferase omega 1 (GSTO1-1) cocrystal structures, we designed and synthesized acrylamide-containing compounds that covalently bind to Cys32 on the catalytic site. Starting from a thiazole derivative 10 (GSTO1-1 IC50 = 0.6 μM), compound 18 was synthesized and cocrystallized with GSTO1. Modification on the amide moiety of hit compound 10 significantly increased the GSTO1-1 inhibitory potency. We solved the cocrystal structures of new derivatives, 37 and 44, bearing an amide side chain bound to GSTO1. These new structures showed a reorientation of the phenyl thiazole core of inhibitors, 37 and 44, when compared to 18. Guided by the cocrystal structure of GSTO1:44, analogue 49 was designed, resulting in the most potent GSTO1-1 inhibitor (IC50 = 0.22 ± 0.02 nM) known to date. We believe that our data will form the basis for future studies of developing GSTO1-1 as a new drug target for cancer therapy.

MODULATORS OF DOPAMINE NEUROTRANSMISSION

The present invention relates to novel1-(4H-1,3-benzodioxin-2-yl)methanamine derivatives, useful as modulators of dopamine neurotransmission, and more specifically asdopaminergic stabilizers. In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions comprising the compounds of the invention.

LiClO4-acyl anhydrides complexes as powerful acylating reagents of aromatic compounds in solvent free conditions

The Friedel-Crafts acylation of various activated benzenes is smoothly carried out with acyl anhydrides in the presence of 2 equiv. of LiClO4, as reaction promoter, under solventless conditions.