22106-40-7

Basic information

• Product Name: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE
• Synonyms: 1-(4-Amino-3-methoxyphenyl)ethan-1-one, 4-Acetyl-2-methoxyaniline, 5-Acetyl-2-aminoanisole;1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE;1-(4-Amino-3-methoxyphenyl)ethan-1-one;4'-Amino-3'-methoxyacetophenone;1-(4-Amino-3-methoxy-phenyl)-ethanone
• CAS NO: 22106-40-7
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Mol File: 22106-40-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 90-92°C
• Boiling Point: 314.8 °C at 760 mmHg
• Flash Point: 165.5 °C
• Appearance: /
• Density: 1.121 g/cm³
• Vapor Pressure: 0.000454mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE(22106-40-7)
• EPA Substance Registry System: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE(22106-40-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 22106-40-7(Hazardous Substances Data)

Usage

General Description

1-(4-amino-3-methoxyphenyl)-1-ethanone, also known as 4'-Amino-3'-methoxyacetophenone, is a chemical compound that belongs to the class of acetophenones. It is a derivative of acetophenone and is composed of a phenyl ring substituted with an amino group at the 4-position and a methoxy group at the 3-position. This chemical is commonly used in the synthesis of pharmaceuticals, in particular, as a building block for the production of various drugs and medications. It has also been studied for its potential biological and pharmacological activities, highlighting its importance as a versatile chemical for diverse applications in the field of medicine and drug development.

InChI:InChI=1/C9H11NO2/c1-6(11)7-3-4-8(10)9(5-7)12-2/h3-5H,10H2,1-2H3

Upstream product

• 66338-52-1 toluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl ester 
• 67579-92-4 3-methoxy-4-nitrobenzoic acid chloride 
• 5081-36-7 3-methoxy-4-nitrobenzoic acid 
• 22106-39-4 1-(3-methoxy-4-nitrophenyl)ethanone 
• 128495-46-5 4-fluoro-3-methoxybenzaldehyde 
• 870849-56-2 1-(4-fluoro-3-methoxyphenyl)ethan-1-ol 
• 67-56-1 methanol 
• 100-19-6 (4-nitrophenyl)ethanone 

Downstream Products

• 102362-02-7 4'-Cyano-3'-methoxyacetophenone 

Relevant articles and documents

Methoxy aniline compound and synthesis method thereof

The invention mainly relates to a preparation method of anisidine. According to the technical scheme, under the promotion of the photocatalyst and blue light, in the argon atmosphere, nitro compounds and methanol generate methoxyaniline, wherein products and additional products with stable molecular structures and excellent chemical properties are prepared, wherein a photocatalyst and a blue light source are used in the method, and a new path is provided for synthesis of methoxyaniline compounds. The method has the characteristics of mild reaction conditions, simple reaction system, less reaction equipment, simplicity and convenience in experimental operation and the like. The methoxyaniline derivative and the synthetic method thereof can be applied to a plurality of industrial production fields of dyes, pesticides, medicines, rubber additives and the like. The method is particularly suitable for scientific research, development and utilization of efficient and selective synthesis of methoxyaniline compounds by a one-pot method.

Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics

Depolymerization of lignin meets the difficulty in cleaving the robust aryl ether bond. Herein, through installing an internal nucleophile in the β-O-4′ linkage, the selective cleavage of aryl ether was realized by the intramolecular substitution on aryl rings affording non-phenolic arylamine products. In particular, nitrogen-modified lignin models and lignin samples were employed to generate the iminyl radical under photocatalytic reduction, which acted as the internal nucleophile inducing aryl migration from O to the N atom. The following hydrolysis released primary arylamines and α-hydroxy ketones. Mechanism studies including electron spin resonance (ESR), fluorescence quenching experiments, and density functional theory (DFT) calculations proved the aryl migration pathway. This method enables access to non-phenolic arylamine products from lignin conversion.

HETEROCYCLIC COMPOUNDS AND METHODS OF USE

This disclosure provides compounds and methods of using those compounds to treat metabolic disorders and hyperproliferative disorders, including administration of the compounds in conjunction with hormone receptor antagonists. Compounds of the invention may also find use in treating cancer. Presented herein are novel compounds bearing a perhaloalkylsulfonamide moiety. Such compounds, in addition to being highly effective SREBP inhibitors, are also unexpectedly highly bioavailable in vivo. Heteroaromatic compounds bearing sulfonamide groups are prone to several ionic states, based on the inherent pKa values.